DE19960778A1 - Selective herbicides based on 2,6-disubstituted pyridine derivatives - Google Patents
Selective herbicides based on 2,6-disubstituted pyridine derivativesInfo
- Publication number
- DE19960778A1 DE19960778A1 DE19960778A DE19960778A DE19960778A1 DE 19960778 A1 DE19960778 A1 DE 19960778A1 DE 19960778 A DE19960778 A DE 19960778A DE 19960778 A DE19960778 A DE 19960778A DE 19960778 A1 DE19960778 A1 DE 19960778A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- chloro
- ethyl
- phenyl
- urea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Die Erfindung betrifft neue herbizide, synergistische Wirkstoffkombinationen, die aus bekannten 2,6-disubstituierten Pyridin-Derivaten einerseits und bekannten, herbizid wirksamen Verbindungen und/oder Safenern andererseits bestehen und mit besonders gutem Erfolg zur selektiven Unkrautbekämpfung in verschiedenen Nutzpflanzen kulturen verwendet werden können.The invention relates to new herbicidal, synergistic active ingredient combinations which known 2,6-disubstituted pyridine derivatives on the one hand and known herbicidal active compounds and / or safeners on the other hand exist and with special good success for selective weed control in various crops cultures can be used.
2,6-disubstituierte Pyridin-Derivate sind als breit wirksame Herbizide Gegenstand einer Reihe von Patentanmeldungen (vgl. EP-A 447 004, WO-A 94/22833). Die bekannten Pyridin-Derivate weisen jedoch eine Reihe von Wirkungslücken auf. Die Verträglich keit dieser Verbindungen gegenüber Kulturpflanzen ist ebenfalls nicht unter allen Be dingungen ganz zufriedenstellend.2,6-disubstituted pyridine derivatives are the subject of broad-spectrum herbicides Series of patent applications (cf. EP-A 447 004, WO-A 94/22833). The well-known However, pyridine derivatives have a number of efficacy gaps. The tolerable speed of these compounds against crops is also not among all Be conditions quite satisfactory.
Überraschenderweise wurde nun gefunden, dass eine Reihe von bekannten Wirkstoffen aus der Reihe der 2,6-disubstituierten Pyridin-Derivate bei gemeinsamer Anwendung mit bekannten herbizid wirksamen Verbindungen aus verschiedenen Stoffklassen aus gesprochen synergistische Effekte hinsichtlich der Wirkung gegen Unkräuter zeigen und besonders vorteilhaft als breit wirksame Kombinationspräparate zur selektiven Be kämpfung von Unkräutem in Nutzpflanzenkulturen, wie z. B. Weizen, verwendet werden können.Surprisingly, it has now been found that a number of known active ingredients from the series of 2,6-disubstituted pyridine derivatives when used together with known herbicidally active compounds from different classes of substances spoken show synergistic effects with regard to the action against weeds and particularly advantageous as a broadly effective combination preparation for selective loading control of weeds in crops such as. B. wheat used can be.
Überraschenderweise wurde ebenfalls gefunden, dass die 2,6-disubstituierten Pyridin- Derivate alleine oder zusammen mit bekannten herbizid wirksamen Verbindungen bei gemeinsamer Anwendung mit den im weiteren beschriebenen, die Kulturpflanzenver träglichkeit verbessernden Verbindungen (Safenern/Antidots) ausgesprochen gut die Schädigung der Kulturpflanzen verhindern und besonders vorteilhaft als breit wirk sames Kombinationspräparat zur selektiven Bekämpfung von Unkräutern in Nutz pflanzenkulturen, z. B. Getreide, verwendet werden können. Surprisingly, it was also found that the 2,6-disubstituted pyridine Derivatives alone or together with known herbicidally active compounds common application with those described below, the Kulturpflanzenver Inertia-improving compounds (safeners / antidots) extremely well Prevent damage to the crop plants and act particularly advantageously as broad Combined preparation for the selective control of weeds in use plant crops, e.g. B. cereals can be used.
Gegenstand der Erfindung sind selektiv-herbizide Mittel, gekennzeichnet durch einen
wirksamen Gehalt an einer Wirkstoffkombination umfassend
The invention relates to selective herbicidal compositions, characterized by an effective content of an active ingredient combination comprising
-
a) zumindest ein 2,6-disubstituiertes Pyridin-Derivat der allgemeinen Formel (I)
in welcher
R1 für einen gegebenenfalls einfach oder mehrfach durch Halogen- und/oder C1-C3-Halogenalkyl substituierten und/oder C1-C3-Halogen alkyl substituierten 5 bis 6 gliedrigen Heterozyklus enthaltend 1 bis 3 Stickstoffatome oder für ein gegebenenfalls einfach oder mehrfach durch Halogen- und/oder C1-C3-Halogenalkyl substituierten Phenylrest steht,
R2 für einen gegbenenenfalls durch Halogen- und/oder C1-C3-Halogen alkyl substituierten Phenoxyrest steht,
R3 für ein Wasserstoffatom oder Methyl steht, und W für Sauerstoff oder die Gruppe -CO-NH- steht,
("Wirkstoffe der Gruppe 1")a) at least one 2,6-disubstituted pyridine derivative of the general formula (I)
in which
R 1 for an optionally mono- or polysubstituted by halogen and / or C 1 -C 3 -haloalkyl and / or C 1 -C 3 -haloalkyl substituted 5 to 6-membered heterocycle containing 1 to 3 nitrogen atoms or for an optionally single or phenyl radical substituted several times by halogen and / or C 1 -C 3 haloalkyl,
R 2 represents a phenoxy radical which is optionally substituted by halogen and / or C 1 -C 3 -halogen alkyl,
R 3 represents a hydrogen atom or methyl, and W represents oxygen or the group -CO-NH-,
("Active substances of group 1")
und and
-
a) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbiziden,
welche die nachstehend genannten Wirkstoffe enthält:
(5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (flufenacet, DE-A-38 21 600), 2-(2-Methoxycarbonyl phenylsulfonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4- triazol-3-on oder das Natriumsalz dieser Verbindung (propoxycarbazone sodium, EP-A-507171), 2-(2-Trifluormethoxy-phenylsulfonylaminocarbo nyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (flucarbazone-sodium, EP-A-507 171), N- (3,4-Dichlorphenyl)propanamid (propanil, DE-A 10 39 779), N-2-Benzothia zolyl-N,N'-dimethylharnstoff (methabenzthiazuron, GB-A 1085430), 4- Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-on (metri buzin, DE-A 17 95 784), 4-(2-Chlorphenyl)-N-cyclohexyl-N-ethyl-4,5- dihydro-5-oxo-1H-tetrazol-1-carboxamid (fentrazamide, EP-A 612735), 4- Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (metamitron, DE-A 21 38 031), 2-(2-Benzothiazolyloxy)-N-methyl-N-phenylacetamid (mefenacet, DE-A 28 22 155), 4-Amino-6-(1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin- 5(4H)-on (ethiozin, DE-A 15 42 873) oder 1-Methylethyl 5-[4-brom-1-methyl- 5-(trifluormethyl)-1H-pyrazol-3-yl]-2-chloro-4-fluorobenzoat (fluazolate, WO-A 9206962)
("Wirkstoffe der Gruppe 2"),a) one or more compounds from a second group of herbicides which contains the active compounds mentioned below:
(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetic acid-N-isopropyl-N- (4-fluorophenyl) -amide (flufenacet, DE-A-38 21 600), 2- ( 2-methoxycarbonyl phenylsulfonylaminocarbonyl) -4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone sodium, EP-A-507171) , 2- (2-Trifluoromethoxy-phenylsulfonylaminocarbonyl) -4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium, EP -A-507 171), N- (3,4-dichlorophenyl) propanamide (propanil, DE-A 10 39 779), N-2-benzothiazolyl-N, N'-dimethylurea (methabenzthiazuron, GB-A 1085430), 4- amino-6- (1,1-dimethylethyl) -3- (methylthio) -1,2,4-triazin-5 (4H) -one (metri buzin, DE-A 17 95 784), 4- (2 -Chlorphenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide (fentrazamide, EP-A 612735), 4-amino-3-methyl-6-phenyl- 1,2,4-triazin-5 (4H) -one (metamitron, DE-A 21 38 031), 2- (2-benzothiazolyloxy) -N-methyl-N-phenylacetamide (mefenacet, DE-A 28 22 155) , 4th -Amino-6- (1,1-dimethylethyl) -3- (ethylthio) -1,2,4-triazine-5 (4H) -one (ethiozin, DE-A 15 42 873) or 1-methylethyl 5- [ 4-bromo-1-methyl-5- (trifluoromethyl) -1H-pyrazol-3-yl] -2-chloro-4-fluorobenzoate (fluazolate, WO-A 9206962)
("Active substances of group 2"),
sowie gegebenenfallsand if necessary
-
a) zusätzlich zumindest eine die Kulturpflanzenverträglichkeit verbessernde
Verbindung aus der folgenden Gruppe von Verbindungen:
α-(1,3-Dioxolan-2-yl-methoximino)-phenylacetonitril (Oxabetrinil), α-(Cya nomethoximino)-phenylacetonitril (Cyometrinil), 4-Chlor-N-(1,3-dioxolan-2- yl-methoxy)-α-trifluor-acetophenonoxim (Fluxofenim), 4,6-Dichlor-2-phenyl pyrimidin (Fenclorim), 4-Dichloracetyl-3,4-dihydro-3-methyl-2H-1,4-benz oxazin (Benoxacor), 5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methyl-hexyl ester) (Cloquintocet), 2,2-Dichlor-N-(2-oxo-2-(2-propenylamino)-ethyl)-N- (2-propenyl)-acetamid (DKA-24), 1,8-Naphthalinsäureanhydrid, 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlorazol-ethyl), 2-Chlor-4-trifluormethyl-thiazol-5-carbonsäure-phenyl methylester (Flurazole), 3-Dichloracetyl-5-(2-furanyl)-2,2-dimethyl-oxazoli din (Furilazole, MON-13900), 4-Dichloracetyl-1-oxa-4-aza-spiro[4.5]-decan (AD-67), 2-Dichlormethyl-2-methyl-1,3-dioxolan (MG-191), 2,2-Dichlor-N- (1,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acetamid (PPG-1292), 2,2-Di chlor-N,N-di-2-propenyl-acetamid (Dichlormid), N-(4-Methyl-phenyl)-N'-(1- methyl-1-phenyl-ethyl)-harnstoff (Dymron), 1-Dichloracetyl-hexahydro- 3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-on (BAS-145138), N-(2- Methoxy-benzoyl)-4-(methylaminocarbonylamino)-benzolsulfonamid, Ethyl- 4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl), Diethyl-1- (2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-dicarboxylat (Me fenpyr-diethyl), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), (+-)-2-(4- Chlor-2-methylphenoxy)propansäure (Mecoprop), 3-Dichloracetyl-2,2,5-tri methyl-oxazolidin (R-29148) und 2,4-Dichlorphenoxyessigsäure (2,4-D) und dessen Derivate
("Wirkstoffe der Gruppe 3"),a) additionally at least one compound which improves crop plant tolerance from the following group of compounds:
α- (1,3-dioxolan-2-yl-methoximino) -phenylacetonitrile (oxabetrinil), α- (cya nomethoximino) -phenylacetonitrile (cyometrinil), 4-chloro-N- (1,3-dioxolan-2-yl- methoxy) -α-trifluoro-acetophenone oxime (fluxofenim), 4,6-dichloro-2-phenyl pyrimidine (fenclorim), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacor ), 5-chloro-quinoxaline-8-oxyacetic acid (1-methyl-hexyl ester) (Cloquintocet), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) - N- (2-propenyl) acetamide (DKA-24), 1,8-naphthalic anhydride, 1- (2,4-di chlorophenyl) -5-trichloromethyl-1H-1,2,4-triazole-3- ethyl carboxylate (fenchlorazole-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid phenyl methyl ester (flurazole), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-oxazolini din ( Furilazole, MON-13900), 4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N- (1,3-dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 2,2-dichloro-N, N-di- 2-propenyl-acetamide (Dichlo rmid), N- (4-methyl-phenyl) -N '- (1-methyl-1-phenyl-ethyl) -urea (Dymron), 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo [1,2 -a] -pyrimidine-6 (2H) -one (BAS-145138), N- (2-methoxy-benzoyl) -4- (methylaminocarbonylamino) -benzenesulfonamide, ethyl-4,5-dihydro-5,5-diphenyl- 3-isoxazole carboxylate (isoxadifen-ethyl), diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (Me fenpyr-diethyl), (4- Chloro-2-methylphenoxy) acetic acid (MCPA), (+ -) - 2- (4-chloro-2-methylphenoxy) propanoic acid (mecoprop), 3-dichloroacetyl-2,2,5-tri methyl oxazolidine ( R-29148) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives
("Active substances of group 3"),
sowie gegebenenfallsand if necessary
-
a) zusätzlich eine oder mehrere Verbindungen aus einer dritten Gruppe von
Herbiziden, welche die nachstehend genannten Wirkstoffe enthält:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Aceto chlor), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-Natrium salz (Acifluorfen-sodium), 2-Chlor-6-nitro-3-phenoxy-benzenamin (Aclonifen), 2-Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), N-Ethyl-N'-i-propyl-6-methylthio-1,3,5-triazin-2,4-diamin (Ametryn), 4-Amino-N-(1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)- 5-oxo-1H-1,2,4-triazol-1-carboxamid (Amicarbazone), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 1H-1,2,4-Triazol-3-amin (Amitrole), 6-Chlor-4-ethylamino- 2-isopropylamino-1,3,5-triazin (Atrazin), 2-[2,4-Dichlor-5-(2-propinyloxy)- phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]-pyridin-3(2H)-on (Azafen idin), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-[1-methyl-4-(2-methyl-2H- tetrazol-5-yl)-1H-pyrazol-5-ylsulfonyl]-harnstoff (Azimsulfuron), N-Benzyl- 2-(4-fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 4-Chlor-2- oxo-3(2H)-benzthiazolessigsäure (Benazolin), N-Butyl-N-ethyl-2,6-dinitro-4- trifluormethyl-benzenamin (Benfluralin), N-(4,6-Dimethoxy-pyrimidin-2-yl)- N'-(2-methoxycarbonyl-phenylmethylsulfonyl)-harnstoff (Bensulfuron), 2-[2- [4-(3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1(2H)-pyrimidinyl phenoxymethyl]-5-ethyl-phenoxy-propansäure-methylester (Benzfendizone), 3-(2-Chlor-4-methylsulfonyl-benzoyl)-4-phenylthio-bicyclo-[3.2.1]-oct-3-en- 2-on (Benzobicyclon), Ethyl N-benzoyl-N-(3,4-dichlor-phenyl)-DL-alaninat (Benzoylprop-ethyl), 3-i-Propyl-1H-2,1,3-benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro-benzoat (Bifenox), 2,6- Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyri bac-sodium), 2-Brom-3,3-dimethyl-N-(1-methyl-1-phenyl-ethyl)-butanamid (Bromobutide), 3,5-Dibrom-4-hydroxy-benzaldehyd-O-(2,4-dinitro-phenyl)- oxim (Bromofenoxim), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), N- Butoxymethyl-2-chlor-N-(2,6-diethyl-phenyl)-acetamid (Butachlor), 2-Chlor- 5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1(2H)-pyrimidinyl)-ben zoesäure-[1,1-dimethyl-2-oxo-2-(2-propenyloxy)]-ethylester (Butafenacil allyl), 2-(1-Ethoximino-propyl)-3-hydroxy-5-[2,4,6-trimethyl-3-(1-oxo butyl)-phenyl]-2-cyclohexen-1-on (Butroxydim), S-Ethyl-bis-(2-methyl propyl)-thiocarbamat (Butylate), N,N-Diethyl-3-(2,4,6-trimethyl-phenyl sulfonyl)-1H-1,2,4-triazol-1-carboxamid (Cafenstrole), 2-[1-[(3-Chlor-2- propenyl)-oxy-imino]-propyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)-2- cyclohexen-1-on (Caloxydim, Tepraloxydim), 2-(4-Chlor-2-fluor-5-(2-chlor- 2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Carfentrazone-ethyl), 2,4-Dichlor-1-(3-methoxy-4-nitro- phenoxy)-benzol (Chlomethoxyfen), 3-Amino-2,5-dichlor-benzoesäure (Chloramben), N-(4-Chlor-6-methoxy-pyrimidin-2-yl)-N'-(2-ethoxycarbonyl phenylsulfonyl)-harnstoff (Chlorimuron-ethyl), 1,3,5-Trichlor-2-(4-nitro- phenoxy)-benzol (Chlornitrofen), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)- N'-(2-chlor-phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl phenyl)-N,N-dimethyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure- ethylester (Cinidon-ethyl), N-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-N'-(2-(2- methoxy-ethoxy)-phenylsulfonyl)-harnstoff (Cinosulfuron), 2-[1-[2-(4-Chlor phenoxy)-propoxyaminobutyl]-5-(tetrahydro-2H-thiopyran-3-yl)-1,3-cyclo hexandion (Clefoxydim), (E,E)-(+)-2-[1-[[(3-Chlor-2-propenyl)-oxy]-imino]- propyl]-3-hydroxy-2-cyclohexen-1-on (Clethodim), (R)-(2-Propinyl)-2-[4-(5- chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), Methyl-3-chlaro-2-[(5-eth oxy-7-fluor[1,2,4]triazolo[1,5-c]pyrimidin-2-yl-sulfonyl)-amino]-benzoat (Cloransulam-methyl), 2-Chlor-4-ethylamino-6-(1-cyano-1-methyl-ethyl amino)-1,3,5-triazin (Cyanazine), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2- cyclopropylcarbonyl-phenylsulfonyl)-harnstoff (Cyclosulfamuron), 2-(1- Ethoximinobutyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen- 1-on (Cycloxydim), (R)-2-[4-(4-Cyano-2-fluor-phenoxy)-phenoxy]-propan säure-butylester (Cyhalofop-butyl), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phen oxy)-propansäure (Dichlorprop-P), Methyl-2-[4-(2,4-dichlor-phenoxy)-phen oxy]-propanoat (Diclofop-methyl), N-(2,6-Dichlor-phenyl)-5-ethoxy-7-fluor- [1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Diclosulam), 1,2-Dimethyl- 3,5-diphenyl-1H-pyrazolium-methylsulfat (Difenzoquat), N-(2,4-Difluor phenyl)-2-(3-trifluormethyl-phenoxy)-pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor-phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridin-3- carbonsäure (Diflufenzopyr), S-(1-Methyl-1-phenyl-ethyl)-1-piperidin-carbo thioat (Dimepiperate), (S-) 2-Chlor-N-(2,4-dimethyl-3-thienyl)-N-(2- methoxy-1-methyl-ethyl)-acetamid (S-) (Dimethenamid), 2-Amino-4-(1- fluor-1-methyl-ethyl)-6-(1-methyl-2-(3,5-dimethyl-phenoxy)-ethylamino)- 1,3,5-triazin (Dimexyflam), N3,N3-Diethyl-2,4-dinitro-6-trifluormethyl-1,3- diamino-benzol (Dinitramine), 6,7-Dihydro-dipyrido[1,2-a:2',1'-c]pyrazin dijum (Diquat), S,S-Dimethyl-2-difluormethyl-4-i-butyl-6-trifluormethyl pyridin-3,5-dicarbothioat (Dithiopyr), N'-(3,4-Dichlor-phenyl)-N,N-di methyl-harnstoff (Diuron), 2-[2-(3-Chlor-phenyl)-oxiranylmethyl]-2-ethyl- 1H-inden-1,3(2H)-dion (Epropodan), S-Ethyl-dipropylthiocarbamat (EPTC), S-(Phenylmethyl)-N-ethyl-N-(1,2-dimethyl-propyl)-thiocarbamat (Espro carb), N-Ethyl-N-(2-methyl-2-propenyl)-2,6-dinitro-4-trifluormethyl-benzen amin (Ethalfluralin), (S)-(2-Ethoxy-1-methyl-2-oxoethyl)-2-chlor-5-(2-chlor- 4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fenoxa prop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5- oxo-1H-tetrazol-1-carboxamid (Fentrazamide), Isopropyl-N-benzoyl-N-(3- chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Isopropyl-N- benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninat (Flamprop methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]- pyrimidin-2-sulfonamid (Florasulam), (R)-2-[4-(5-Trifluormethyl-pyridin-2- yl-oxy)-phenoxy]-propansäure-butylester (Fluazifop, -butyl, -P-butyl), 5-(4- Brom-1-methyl-5-trifluormethyl-1H-pyrazol-3-yl)-2-chlor-4-fluor-benzoe säure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N- [(2-trifluormethoxy-phenyl)-sulfonyl]-1-H-1,2,4-triazol-1-carboxamid- Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i-propyl-2-(5- trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Di fluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Flu metsulam), Pentyl-[2-chlor-4-fluor-5-(1,3,4, 5,6, 7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenoxy]-acetat (Flumiclorac-pentyl), 2-[7-Fluor-3,4-dihydro- 3-oxo-4-(2-propinyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-iso indol-1,3-dion (Flumioxazin), 2-[4-Chlor-2-fluor-5-[(1-methyl-2-propinyl)- oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindol-1,3(2H)-dion (Flumipropyn), 3- Chlor-4-chlormethyl-1-(3-trifluormethyl-phenyl)-2-pyrrolidinon (Fluoro chloridone), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure ethoxycarbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor-3-(2,2,3,3,3- pentafluor-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3-carboxamid (Flupoxam), 1-Isopropyl-2-chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-tri fluormethyl-1(2H)-pyrimidyl)-benzoat (Flupropacil), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sul fonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy- 9H-fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor-pyridin- 2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl-4-(3-trifluor methyl-phenyl)-3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4-fluor-5- (tetrahydro-3-oxo-1H,3H-[1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1-yliden)- amino-phenyl]-thio-acetat (Fluthiacet-methyl), 5-(2-Chlor-4-trifluormethyl phenoxy)-N-methylsulfonyl-2-nitro-benzamid (Fomesafen), 2-[[[[(4,6-Di methoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4-formylamino- N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hydroxymethylphos phinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phos phonomethyl-glycin (-isopropylammmoniumsalz), (Glyphosate, -isopropyl ammonium), (R)-2-[4-(3-Chlor-5-trifluormethyl-pyridin-2-yl-oxy)-phenoxy]- propansäure (-methylester, -2-ethoxy-ethylester, -butylester) (Haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-Cyclohexyl-6-dimethylamino-1- methyl-1,3,5-triazin-2,4(1H,3H)-dion (Hexazinone), Methyl-2-(4,5-dihydro- 4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4-methyl-benzoat (Imaza methabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imid azol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imazamethapyr), 2-(4,5-Dihydro- 4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridin-3- carbonsäure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H- imidazol-2-yl)-chinolin-3-carbonsäure (Imazaquin), 2-(4,5-Dihydro-4-methyl- 4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-ethyl-pyridin-3-carbonsäure (Imazetha pyr), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-chlor-imidazo[1,2-a]-pyridin- 3-yl-sulfonyl)-harnstoff (Imazosulfuron), N-(4-Methoxy-6-methyl-1,3,5- triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harnstoff- Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N- (3-(1-Ethyl-1-methyl-propyl)-isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxa ben), (4-Chlor-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)- methanon (Isoxachlortole), (5-Cyclopropyl-isoxazol-4-yl)-(2-methylsulfonyl- 4-trifluormethyl-phenyl)-methanon (Isoxaflutole), 2-[2-[4-[3,5-Dichlor-2- pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]-isoxazolidin (Isoxapyrifop), (2-Eth oxy-1-methyl-2-oxo-ethyl)-5-(2-chlor-4-trifluormethyl-phenoxy)-2-nitro- benzoat (Lactofen), N'-(3,4-dichlor-phenyl)-N-methoxy-N-methyl-harnstoff (Linuron), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2- methyl-phenoxy)-propionsäure (Mecoprop), 2-(2-Benzthiazolyloxy)-N- methyl-N-phenyl-acetamid (Mefenacet), 2-(4-Methylsulfonyl-2-nitro- benzoyl)-1,3-cyclohexandion (Mesotrione), 4-Amino-3-methyl-6-phenyl- 1,2,4-triazin-5(4H)-on (Metamitron), 2-Chlor-N-(2,6-dimethyl-phenyl)-N- (1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), N'-(4-(3,4-Dihydro-2- methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy)-phenyl)-N-methoxy-N- methyl-harnstoff (Metobenzuron), N'-(4-Brom-phenyl)-N-methoxy-N- methylharnstoff (Metobromuron), (S)-2-Chlor-N-(2-ethyl-6-methyl-phenyl)- N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metolachlor, S-Metolachlor), N- (2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]- pyrimidin-2-sulfonamid (Metosulam), N'-(3-Chlor-4-methoxy-phenyl)-N,N- dimethyl-harnstoff (Metoxuron), 4-Amino-6-tert-butyl-3-methylthio-1,2,4- triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)- N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), S- Ethyl-hexahydro-1H-azepin-1-carbothioat (Molinate), 2-(2-Naphthyloxy)-N- phenyl-propanamid (Naproanilide), N-Butyl-N'-(3,4-dichlor-phenyl)-N- methyl-harnstoff (Neburon), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-di methylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nicosulfuron), S-(2- Chlor-benzyl)-N,N-diethyl-thiocarbamat (Orbencarb), 4-Dipropylamino-3,5- dinitro-benzensulfonamid (Oryzalin), 3-[2,4-Dichlor-5-(2-propinyloxy)- phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiargyl), 3-[2,4-Dichlor-5- (1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiazon), N-(4,6-Dimethyl-pyrimidin-2-yl)-N'-(2-oxetan-3-yl-oxycarbonyl-phenylsul fonyl)-harnstoff (Oxasulfuron), 3-[1-(3,5-Dichlor-phenyl)-1-i-propyl]-2,3-di hydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-on (Oxaziclomefone), 2-Chlor-1- (3-ethoxy-4-nitro-phenoxy)-4-trifluormethyl-benzen (Oxyfluorfen), 1,1' -Di methyl-4,4'-bipyridinium (Paraquat), 1-Amino-N-(1-ethyl-propyl)-3,4-di methyl-2,6-dinitro-benzol (Pendimethalin), 4-(t-Butyl)-N-(1-ethyl-propyl)- 2,6-dinitro-benzenamin (Pendralin), 4-Amino-3,5,6-trichlor-pyridin-2-carbon säure (Picloram), 2-Chlor-N-(2,6-diethyl-phenyl)-N-(2-propoxy-ethyl)-acet amid (Pretilachlor), N-(4,6-Bis-difluormethoxy-pyrimidin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Primisulfuron-methyl), 1-Chlor- N-[2-chlor-4-fluor-5-[(6S,7aR)-6-fluor-tetrahydro-1,3-dioxo-1 H-pyrrolo[1,2- c]imidazol-2(3H)-yl]-phenyl]-methansulfonamid (Profluazol), 2-Chlor-N-iso propyl-N-phenyl-acetamid (Propachlor), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), (R)-[2-[[(1-Methyl-ethyliden)-amino]-oxy]-ethyl]-2-[4-(6-chlor-2- chinoxalinyloxy)-phenoxy]-propanoat (Propaquizafop), 2-Chlor-N-(2-ethyl-6- methyl-phenyl)-N-[(1-methyl-ethoxy)-methyl]-acetamid (Propisochlor), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]- amino]-sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone sodium), S-Phenylmethyl-N,N-dipropyl-thiocarbamat (Prosulfocarb), N-(4- Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-(3,3,3-trifluor-propyl)-phenyl sulfonyl)-harnstoff (Prosulfuron), Ethyl-[2-Chlor-5-(4-chlor-5-difluor methoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen ethyl), 1-(3-Chlor-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2-yl)-5-(methyl- 2-propinylamino)-1H-pyrazol-4-carbonitril (Pyrazogyl), 4-(2,4-Dichlor benzoyl)-1,3-dimethyl-5-(4-methyl-phenylsulfonyloxy)-pyrazol (Pyrazolate), 4-(2,4-Dichlor-benzoyl)-1,3-dimethyl-5-(phenylcarbonylmethoxy)-pyrazol (Pyrazoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(4-ethoxycarbonyl-1- methyl-pyrazol-5-yl-sulfonyl)-harnstoff (Pyrazosulfuron-ethyl), Diphenyl- methanon-O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl)-oxim (Pyribenzoxim), 6-Chlor-3-phenyl-4-pyridazinol (Pyridafol), O-(6-Chlor-3- phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 6-Chlor-3-phenyl- pyridazin-4-ol (Pyridatol), 7-[(4,6-Dimethoxy-2-pyrimidinyl)-thio]-3-methyl- 1(3H)-isobenzofuranon (Pyriftalid), 2-(4,6-Dimethoxy-pyrimidin-2-yl-oxy)- benzoesäure-methylester (Pyriminobac-methyl), 2-Chlor-6-(4,6-dimethoxy- pyrimidin-2-ylthio)-benzoesäure-Natriumsalz (Pyrithiobac-sodium), 3,7-Di- chlor-chinolin-8-carbonsäure (Quinchlorac), 7-Chlor-3-methyl-chinolin-8- carbonsäure (Quinmerac), 2-[4-(6-Chlor-2-chinoxalinyloxy)-phenoxy]- propansäure (-ethylester, -tetrahydro-2-furanyl-methylester) (Quizalofop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-ethyl sulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsulfuron), 2-(1-Ethoximino butyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxydim), 6- Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4-methyl sulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), 2-(2,4-Dichlor-5- methylsulfonylamino-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Sulfentrazone), N-Phosphonomethyl-glycin-trimethyl sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethyl sulfonyl-imidazo[1,2-a)pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert-Butyl amino-4-ethylamino-6-methylthio-1,3,5-triazin (Terbutryn), 2-Chlor-N-(2,6- dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)-acetamid (Thenylchlor), 2-Difluormethyl-5-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluor methyl-pyridin-3-carbonsäure-methylester (Thiazopyr), 6-(6,7-Dihydro-6,6- dimethyl-3H,5H-pyrrolo [2,1-c]-1,2,4-thiadiazol-3-ylidenamino)-7-fluor-4-(2- propinyl)-2H-1,4-benzoxazin-3(4H)-on (Thidiazimin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3 -yl-sulfonyl)-harn stoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-tri methyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2- propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl- 1,3,5-triazin-2-yl)-N'-(2-(2-chlor-ethoxy)-phenylsulfonyl]-harnstoff (Triasulf uron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxy carbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), (3,5,6-Trichlor)- pyridin-2-yl-oxy-essigsäure (Triclopyr), 2-(3,5-Dichlor-phenyl)-2-(2,2,2-tri chlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]- carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Tri floxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin), N-[4-Dimethylamino-6-(2,2,2-trifluor-ethoxy)-1,3,5-triazin-2- yl]-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Triflusulfuron methyl), N-(4-Methoxy-6-trifluormethoxy-1,3,5-triazin-2-yl)-N'-(2-trifluor methyl-phenylsulfonyl)-harnstoff (Tritosulfuron), N-[[(4,6-Dimethoxy-2- pyrimidinyl)-amino]-carbonyl]-3-(N-methyl-N-methylsulfonyl-amino])-2- pyridinsulfonamid, (vgl. WO-A-92/10660), 2-[[[[(4,6-Dimethoxy-2-pyri midinyl)-amino]-carbonyl]-amino]-sulfonyl]-4-[[(methylsulfonyl)-amina]- methyl]-benzoesäure-methylester (vgl. DE-A-43 35 297), 4-[4,5-Dihydro-4- methyl-5-oxo-(3-trifluormethyl)-1H-1,2,4-triazol-1-yl]-2-[(ethylsulfonyl)- amino]-5-fluor-benzencarbothioamid (vgl. WO-A-95/30661)
("Wirkstoffe der Gruppe 4"),
wobei die Verbindung unter (b) nicht für Flufenacet steht, wenn die Verbin dung unter (a) 2-(3,4-Difluorphenoxy)-4-methyl-6-(1-methyl-3-trifluor methylpyrazol-5-yl)-pyridin ist.a) additionally one or more compounds from a third group of herbicides which contains the active compounds mentioned below:
2-chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (aceto chlorine), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoic acid- Sodium salt (Acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzenamine (Aclonifen), 2-chloro-N- (methoxymethyl) -N- (2,6-diethyl-phenyl) -acetamide (alachlor ), N-ethyl-N'-i-propyl-6-methylthio-1,3,5-triazine-2,4-diamine (ametryn), 4-amino-N- (1,1-dimethyl-ethyl) - 4,5-dihydro-3- (1-methyl-ethyl) - 5-oxo-1H-1,2,4-triazole-1-carboxamide (amicarbazone), N- (4,6-dimethoxy pyrimidin-2-yl ) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), 1H-1,2,4-triazol-3-amine (amitrole), 6-chloro-4-ethylamino-2-isopropylamino -1,3,5-triazine (atrazine), 2- [2,4-dichloro-5- (2-propynyloxy) phenyl] -5,6,7,8-tetrahydro-1,2,4-triazolo- [4,3-a] pyridin-3 (2H) -one (azafen idin), N- (4,6-dimethoxypyrimidin-2-yl) -N '- [1-methyl-4- (2- methyl-2H-tetrazol-5-yl) -1H-pyrazol-5-ylsulfonyl] urea (azimsulfuron), N-benzyl- 2- (4-fluoro-3-trifluoromethyl-phenoxy) -butanamide (beflubutamide), 4- Chlorine- 2-oxo-3 (2H) -benzthiazole acetic acid (benazoline), N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethyl-benzenamine (benfluralin), N- (4,6-dimethoxy-pyrimidine-2- yl) - N '- (2-methoxycarbonylphenylmethylsulfonyl) urea (bensulfuron), 2- [2- [4- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 ( 2H) -pyrimidinyl phenoxymethyl] -5-ethyl-phenoxy-propanoic acid methyl ester (benzfendizone), 3- (2-chloro-4-methylsulfonyl-benzoyl) -4-phenylthio-bicyclo- [3.2.1] -oct-3- en-2-one (benzobicyclone), ethyl N-benzoyl-N- (3,4-dichlorophenyl) -DL-alaninate (benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothiadiazine -4 (3H) -one (bentazone), methyl 5- (2,4-dichlorophenoxy) -2-nitro-benzoate (bifenox), 2,6-bis (4,6-dimethoxypyrimidine-2 -yl-oxy) -benzoic acid sodium salt (Bispyri bac-sodium), 2-bromo-3,3-dimethyl-N- (1-methyl-1-phenyl-ethyl) -butanamide (bromobutide), 3,5-dibromo -4-hydroxy-benzaldehyde-O- (2,4-dinitro-phenyl) oxime (bromofenoxime), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), N-butoxymethyl-2-chloro-N- ( 2,6-diethylphenyl) acetam id (butachlor), 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidinyl) -benzoic acid- [1,1-dimethyl- 2-oxo-2- (2-propenyloxy)] ethyl ester (butafenacil allyl), 2- (1-ethoximino-propyl) -3-hydroxy-5- [2,4,6-trimethyl-3- (1-oxo butyl) phenyl] -2-cyclohexen-1-one (butroxydim), S-ethyl-bis- (2-methyl propyl) -thiocarbamate (butylate), N, N-diethyl-3- (2,4,6- trimethyl-phenyl sulfonyl) -1H-1,2,4-triazole-1-carboxamide (cafenstrole), 2- [1 - [(3-chloro-2-propenyl) -oxy-imino] propyl] -3-hydroxy -5- (tetrahydro-2H-pyran-4-yl) -2- cyclohexen-1-one (caloxydim, tepraloxydim), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl- ethyl) phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (Carfentrazone-ethyl), 2,4-dichloro-1- (3- methoxy-4-nitro-phenoxy) -benzene (chloromethoxyfen), 3-amino-2,5-dichloro-benzoic acid (chlorambene), N- (4-chloro-6-methoxy-pyrimidin-2-yl) -N'- (2-ethoxycarbonyl phenylsulfonyl) urea (chlorimuron-ethyl), 1,3,5-trichloro-2- (4-nitro-phenoxy) -benzene (chloronitrofen), N- (4- Methoxy-6-methyl-1,3,5-triazin-2-yl) - N '- (2-chlorophenylsulfonyl) urea (chlorosulfuron), N' - (3-chloro-4-methylphenyl) -N , N-dimethyl-urea (chlorotoluron), 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindole-2- yl) -phenyl] -2-propanoic acid, ethyl ester (cinidon-ethyl), N- (4,6-dimethoxy-1,3,5-triazin-2-yl) -N '- (2- (2-methoxy- ethoxy) phenylsulfonyl) urea (cinosulfuron), 2- [1- [2- (4-chlorophenoxy) propoxyaminobutyl] -5- (tetrahydro-2H-thiopyran-3-yl) -1,3-cyclohexanedione ( Clefoxydim), (E, E) - (+) - 2- [1 - [[(3-chloro-2-propenyl) -oxy] -imino] - propyl] -3-hydroxy-2-cyclohexen-1-one (Clethodim), (R) - (2-propynyl) -2- [4- (5-chloro-3-fluoro-pyridin-2-yl-oxy) phenoxy propanoate (clodinafop propargyl), 3,6- Dichloropyridine-2-carboxylic acid (clopyralide), methyl-3-chlaro-2 - [(5-eth oxy-7-fluoro [1,2,4] triazolo [1,5-c] pyrimidin-2-yl- sulfonyl) amino] benzoate (chlorosulam-methyl), 2-chloro-4-ethylamino-6- (1-cyano-1-methyl-ethyl amino) -1,3,5-triazine (cyanazines), N- ( 4,6-Dimethoxy-pyrimidin-2-yl) -N '- (2-cyclop ropylcarbonyl-phenylsulfonyl) urea (cyclosulfamuron), 2- (1-ethoximinobutyl) -3-hydroxy-5- (tetrahydro-2H-thiopyran-3-yl) -2-cyclohexen- 1-one (cycloxydim), (R) -2- [4- (4-Cyano-2-fluorophenoxy) phenoxy] propanic acid butyl ester (cyhalofop butyl), 2,4-dichlorophenoxyacetic acid (2,4-D), 3,6- Dichloro-2-methoxybenzoic acid (Dicamba), (R) -2- (2,4-dichlorophenoxy) propanoic acid (dichloroprop-P), methyl 2- [4- (2,4-dichlorophenoxy ) -phen oxy] propanoate (diclofop-methyl), N- (2,6-dichlorophenyl) -5-ethoxy-7-fluoro [1,2,4] triazolo- [1,5-c] -pyrimidine-2-sulfonamide (diclosulam), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulfate (difenzoquat), N- (2,4-difluorophenyl) -2- (3-trifluoromethyl-phenoxy ) -pyridine-3-carboxamide (diflufenican), 2- [1 - [(3,5-difluorophenyl) aminocarbonyl hydrazono] ethyl] pyridine-3-carboxylic acid (diflufenzopyr), S- (1 -Methyl-1-phenyl-ethyl) -1-piperidine-carbothioate (dimepiperate), (S-) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1 -methyl-ethyl) -acetamide (S-) (dimethenamid), 2-ami no-4- (1-fluoro-1-methyl-ethyl) -6- (1-methyl-2- (3,5-dimethyl-phenoxy) -ethylamino) - 1,3,5-triazine (dimexyflam), N3 , N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (dinitramine), 6,7-dihydro-dipyrido [1,2-a: 2 ', 1'-c] pyrazine dijum (Diquat), S, S-dimethyl-2-difluoromethyl-4-i-butyl-6-trifluoromethyl pyridine-3,5-dicarbothioate (dithiopyr), N '- (3,4-dichlorophenyl) -N, N -di methyl-urea (diuron), 2- [2- (3-chlorophenyl) oxiranylmethyl] -2-ethyl-1H-indene-1,3 (2H) -dione (epropodane), S-ethyl-dipropylthiocarbamate (EPTC), S- (phenylmethyl) -N-ethyl-N- (1,2-dimethyl-propyl) thiocarbamate (Espro carb), N-ethyl-N- (2-methyl-2-propenyl) -2, 6-dinitro-4-trifluoromethyl-benzene amine (ethalfluralin), (S) - (2-ethoxy-1-methyl-2-oxoethyl) -2-chloro-5- (2-chloro-4-trifluoromethyl-phenoxy) - benzoate (ethoxyfen), N- (4,6-dimethoxy pyrimidin-2-yl) -N '- (2-ethoxyphenoxysulfonyl) urea (ethoxysulfuron), (R) -ethyl-2- [4- (6- chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (Fenoxa prop- (P) -ethyl), 4- (2-chlorophenyl) -N-cyclohexyl-N- ethyl 4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide (fentrazamide), isopropyl-N-benzoyl-N- (3-chloro-4-fluro-phenyl) -DL-alaninate (flamprop-isopropyl ), Isopropyl-N-benzoyl-N- (3-chloro-4-fluro-phenyl) -L-alaninate (Flamprop-isopropyl-L), methyl-N-benzoyl-N- (3-chloro-4-fluoro- phenoxy) -DL-alaninate (Flamprop methyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] pyrimidine -2-sulfonamide (florasulam), (R) -2- [4- (5-trifluoromethyl-pyridin-2-yl-oxy) phenoxy] propanoic acid butyl ester (fluazifop, butyl, p-butyl), 5 - (4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl) -2-chloro-4-fluoro-benzoic acid i-propyl ester (fluazolates), 4,5-dihydro-3-methoxy -4-methyl-5-oxo-N- [(2-trifluoromethoxyphenyl) sulfonyl] -1-H-1,2,4-triazole-1-carboxamide sodium salt (Flucarbazone-sodium), N- (4th -Fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet), N- (2,6-di fluorophenyl) - 5-methyl-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (flu metsulam), pentyl- [2-chloro-4-fluoro-5- (1st , 3,4, 5,6, 7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) phenoxy] acetate (flumiclorac-pentyl), 2- [7-fluoro-3,4-dihydro 3-oxo-4- (2-propynyl) -2H-1,4-benzoxazin-6-yl] -4,5,6,7-tetrahydro-1H-isoindole-1,3-dione (flumioxazin), 2- [4-chloro-2-fluoro-5 - [(1-methyl-2-propynyl) - oxy] phenyl] -4,5,6,7-tetrahydro-1H-isoindole-1,3 (2H) -dione (flumipropyn), 3-chloro-4-chloromethyl-1- (3-trifluoromethyl-phenyl) -2-pyrrolidinone (fluorochloridone), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro- benzoic acid ethoxycarbonylmethyl ester (fluoroglycofen-ethyl), 1- (4-chloro-3- (2,2,3,3,3-pentafluoropropoxymethyl) phenyl) -5-phenyl-1H-1,2,4-triazole- 3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-tri fluoromethyl-1 (2H) pyrimidyl) benzoate (flupropacil ), N- (4,6-Dimethoxy pyrimidin-2-yl) -N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sul fonyl) urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy-9H-fluoren-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) -essi gic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4- (3-trifluoromethyl-phenyl) -3 (2H) -furanone (Flurtamone), methyl - [(2-chloro-4-fluoro-5- (tetrahydro-3-oxo-1H, 3H- [1,3,4] thiadiazolo- [3,4-a ] -pyridazin-1-ylidene) - aminophenyl] thioacetate (Fluthiacet-methyl), 5- (2-chloro-4-trifluoromethylphenoxy) -N-methylsulfonyl-2-nitro-benzamide (Fomesafen), 2 - [[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4-formylamino- N, N-dimethyl-benzamide (foramsulfuron), 2-amino-4 - (hydroxymethylphosphine) butanoic acid (ammonium salt) (glufosinate (ammonium)), N-phosphonomethylglycine (isopropylammonium salt), (glyphosate, isopropylammonium), (R) -2- [4- (3- Chloro-5-trifluoromethyl-pyridin-2-yl-oxy) -phenoxy] propanoic acid (-methyl ester, -2-ethoxy-ethyl ester, -butyl ester) (haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl) , 3-Cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4 (1H, 3H) -dione (Hexazinone), methyl-2- (4,5-dihy dro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -4-methyl-benzoate (Imaza methabenz-methyl), 2- (4,5-dihydro-4-methyl-4- isopropyl-5-oxo-1H-imide azol-2-yl) -5-methyl-pyridine-3-carboxylic acid (imazamethapyr), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo 1H-imidazol-2-yl) -5-methoxymethyl-pyridin-3-carboxylic acid (imazamox), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl ) -quinoline-3-carboxylic acid (imazaquine), 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl) -5-ethyl-pyridin-3 -carboxylic acid (imazetha pyr), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-chloro-imidazo [1,2-a] pyridin-3-yl-sulfonyl) urea (Imazosulfuron), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) urea sodium salt (iodosulfuron-methyl -sodium), 4-hydroxy-3,5-diiodobenzonitrile (ioxynil), N, N-dimethyl-N '- (4-isopropyl-phenyl) -urea (isoproturon), N- (3- (1-ethyl -1-methyl-propyl) -isoxazol-5-yl) -2,6-dimethoxy-benzamide (Isoxa ben), (4-chloro-2-methylsulfonyl-phenyl) - (5-cyc lopropyl-isoxazol-4-yl) - methanone (isoxachlortole), (5-cyclopropyl-isoxazol-4-yl) - (2-methylsulfonyl-4-trifluoromethyl-phenyl) -methanone (isoxaflutole), 2- [2- [4 - [3,5-dichloro-2-pyridinyl) -oxy] -phenoxy] -1-oxo-propyl] -isoxazolidine (isoxapyrifop), (2-eth oxy-1-methyl-2-oxo-ethyl) -5- (2-chloro-4-trifluoromethylphenoxy) -2-nitrobenzoate (lactofen), N '- (3,4-dichlorophenyl) -N-methoxy-N-methylurea (Linuron), (4- Chloro-2-methylphenoxy) acetic acid (MCPA), 2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop), 2- (2-benzothiazolyloxy) -N-methyl-N-phenyl-acetamide (Mefenacet), 2- (4-methylsulfonyl-2-nitro-benzoyl) -1,3-cyclohexanedione (mesotrione), 4-amino-3-methyl-6-phenyl-1,2,4-triazine-5 (4H ) -one (metamitron), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (1H-pyrazol-1-yl-methyl) -acetamide (metazachlor), N '- (4- (3rd , 4-Dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy) -phenyl) -N-methoxy-N-methyl-urea (metobenzuron), N '- ( 4-bromophenyl) -N-methoxy-N-methylurea (metobromuron), (S) -2-chloro-N- (2-e thyl-6-methyl-phenyl) - N- (2-methoxy-1-methyl-ethyl) -acet-amide (metolachlor, S-metolachlor), N- (2,6-dichloro-3-methyl-phenyl) - 5,7-dimethoxy-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (metosulam), N '- (3-chloro-4-methoxyphenyl) -N, N-dimethyl urea (metoxuron), 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1 , 3,5-triazin-2-yl) - N '- (2-methoxycarbonyl-phenylsulfonyl) urea (metsulfuron-methyl), S-ethyl-hexahydro-1H-azepine-1-carbothioate (Molinate), 2- ( 2-naphthyloxy) -N-phenyl-propanamide (naproanilide), N-butyl-N '- (3,4-dichlorophenyl) -N-methyl-urea (neburon), N- (4,6-dimethoxypyrimidine -2-yl) -N '- (3-di methylcarbamoyl-pyridin-2-yl-sulfonyl) urea (nicosulfuron), S- (2-chloro-benzyl) -N, N-diethyl-thiocarbamate (orbencarb), 4-Dipropylamino-3,5-dinitro-benzenesulfonamide (oryzalin), 3- [2,4-dichloro-5- (2-propynyloxy) phenyl] -5- (t-butyl) -1,3,4-oxadiazole -2 (3H) -one (oxadiargyl), 3- [2,4-dichloro-5- (1-methylethoxy) phenyl] -5- (t-butyl) -1,3,4 -oxadiazol-2 (3H) -one (oxadiazon), N- (4,6-dimethyl-pyrimidin-2-yl) -N '- (2-oxetan-3-yl-oxycarbonyl-phenylsulfonyl) urea (oxasulfuron ), 3- [1- (3,5-dichlorophenyl) -1-i-propyl] -2,3-di hydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one (Oxaziclomefone), 2-chloro-1- (3-ethoxy-4-nitro-phenoxy) -4-trifluoromethyl-benzene (oxyfluorfen), 1,1'-dimethyl-4,4'-bipyridinium (paraquat), 1 -Amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), 4- (t-butyl) -N- (1-ethyl-propyl) -2 , 6-dinitro-benzene amine (pendralin), 4-amino-3,5,6-trichloropyridine-2-carboxylic acid (picloram), 2-chloro-N- (2,6-diethyl-phenyl) -N- (2-propoxy-ethyl) -acetamide (pretilachlor), N- (4,6-bis-difluoromethoxy-pyrimidin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (primisulfuron-methyl), 1-chloro-N- [2-chloro-4-fluoro-5 - [(6S, 7aR) -6-fluoro-tetrahydro-1,3-dioxo-1 H-pyrrolo [1,2-c] imidazole-2 (3H) -yl] -phenyl] -methanesulfonamide (profluazole), 2-chloro-N-isopropyl-N-phenyl-acetamide (propachlor), N- (3,4-dichlorophenyl) propanamide (prop anil), (R) - [2 - [[(1-methylethylidene) amino] oxy] ethyl] -2- [4- (6-chloro-2-quinoxalinyloxy) phenoxy] propanoate (propaquizafop ), 2-Chloro-N- (2-ethyl-6-methyl-phenyl) -N - [(1-methyl-ethoxy) -methyl] -acetamide (propisochlor), 2- [[[(4,5-dihydro -4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl) carbonyl] amino] sulfonyl] benzoic acid methyl ester sodium salt (propoxycarbazone sodium), S-phenylmethyl -N, N-dipropyl-thiocarbamate (prosulfocarb), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2- (3,3,3-trifluoro -propyl) -phenyl sulfonyl) -urea (prosulfuron), ethyl- [2-chloro-5- (4-chloro-5-difluoro methoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy ] acetate (Pyraflufen ethyl), 1- (3-chloro-4,5,6,7-tetrahydro-pyrazolo [1,5-a] pyridin-2-yl) -5- (methyl-2-propynylamino) - 1H-pyrazole-4-carbonitrile (pyrazogyl), 4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5- (4-methylphenylsulfonyloxy) pyrazole (pyrazolates), 4- (2,4- Dichlorobenzoyl) -1,3-dimethyl-5- (phenylcarbonylmethoxy) pyrazole (pyrazoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N '- ( 4-ethoxycarbonyl-1-methyl-pyrazol-5-yl-sulfonyl) urea (pyrazosulfuron-ethyl), diphenylmethanone-O- [2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl- oxy) benzoyl) oxime (pyribenzoxim), 6-chloro-3-phenyl-4-pyridazinol (pyridafol), O- (6-chloro-3-phenyl-pyridazin-4-yl) -S-octyl-thiocarbonate ( Pyridate), 6-chloro-3-phenylpyridazin-4-ol (pyridatol), 7 - [(4,6-dimethoxy-2-pyrimidinyl) thio] -3-methyl-1 (3H) -isobenzofuranone (pyriftalid ), 2- (4,6-Dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid methyl ester (Pyriminobac-methyl), 2-chloro-6- (4,6-dimethoxy-pyrimidin-2-ylthio) -benzoic acid Sodium salt (pyrithiobac-sodium), 3,7-di-chloro-quinoline-8-carboxylic acid (quinchlorac), 7-chloro-3-methyl-quinoline-8-carboxylic acid (quinmerac), 2- [4- (6- Chloro-2-quinoxalinyloxy) phenoxy] propanoic acid (ethyl ester, tetrahydro-2-furanyl methyl ester) (quizalofop, ethyl, p-ethyl, p-tefuryl), N- (4,6-dimethoxy) pyrimidin-2-yl) -N '- (3-ethyl sulfonyl-pyridin-2-yl-sulfonyl) urea (rimsulfuron), 2- (1-ethoximino-butyl) -5- (2-ethylthiopr opyl) -3-hydroxy-2-cyclohexen-1-one (sethoxydim), 6-chloro-2,4-bis-ethylamino-1,3,5-triazine (simazine), 2- (2-chloro-4- methyl sulfonyl-benzoyl) cyclohexane-1,3-dione (sulcotrione), 2- (2,4-dichloro-5-methylsulfonylaminophenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1 , 2,4-triazol-3-one (sulfentrazone), N-phosphonomethyl-glycine-trimethyl sulfonium (sulfosate), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-ethyl sulfonyl -imidazo [1,2-a) pyridine-3-sulfonamide (sulfosulfuron), 6-chloro-4-ethylamino-2-tert-butylamino-1,3,5-triazine (terbuthylazine), 2-tert-butyl amino- 4-ethylamino-6-methylthio-1,3,5-triazine (terbutryn), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (3-methoxy-2-thienyl-methyl) -acetamide (Thenylchlor), 2-difluoromethyl-5- (4,5-dihydro-thiazol-2-yl) -4- (2-methyl-propyl) -6-trifluoromethyl-pyridine-3-carboxylic acid, methyl ester (thiazopyr), 6- (6,7-dihydro-6,6-dimethyl-3H, 5H-pyrrolo [2,1-c] -1,2,4-thiadiazol-3-ylidenamino) -7-fluoro-4- (2- propinyl) -2H-1,4-benzoxazin-3 (4H) -one (thidiazimin), N- (4-methoxy-6-methyl-1,3, 5-triazin-2-yl) -N '- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2nd , 4,6-tri methyl-phenyl) -2-cyclohexen-1-one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) -diisopropylcarbamothioate (triallate), N- (4-methoxy- 6-methyl-1,3,5-triazin-2-yl) -N '- (2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron), N-methyl-N- (4-methoxy -6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (tribenuron-methyl), (3,5,6-trichloro) pyridin-2 -yl-oxy-acetic acid (triclopyr), 2- (3,5-dichlorophenyl) -2- (2,2,2-tri chloro-ethyl) -oxirane (tridiphane), N - [[(4.6 -Dimethoxy-2-pyrimidinyl) -amino] - carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2-pyridinesulfonamide sodium salt (tri-floxysulfuron), 1-amino-2,6-dinitro-N, N-dipropyl-4-trifluoromethyl-benzene (trifluralin), N- [4-dimethylamino-6- (2,2,2-trifluoro-ethoxy) -1,3,5-triazin-2-yl] -N'- (2-methoxycarbonyl-phenylsulfonyl) urea (triflusulfuron methyl), N- (4-methoxy-6-trifluoromethoxy-1,3,5-tri azin-2-yl) -N '- (2-trifluoromethyl-phenylsulfonyl) urea (tritosulfuron), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (N -methyl-N-methylsulfonylamino]) - 2-pyridinesulfonamide, (cf. WO-A-92/10660), 2 - [[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4 - [[(methylsulfonyl) amino] methyl] benzoic acid methyl ester (cf. DE-A-43 35 297), 4- [4,5-dihydro-4-methyl-5-oxo (3-trifluoromethyl) -1H-1,2,4- triazol-1-yl] -2 - [(ethylsulfonyl) - amino] -5-fluorobenzenecarbothioamide (cf. WO-A-95/30661)
("Active substances of group 4"),
where the compound under (b) is not flufenacet if the compound under (a) 2- (3,4-difluorophenoxy) -4-methyl-6- (1-methyl-3-trifluoromethylpyrazol-5-yl) -pyridine is.
Bevorzugte Substituenten der in der vorstehend gezeigten Formel (I) aufgeführten Reste werden im folgenden erläutert. Preferred substituents of those shown in formula (I) shown above Leftovers are explained below.
R1 steht bevorzugt für einen gegebenenfalls einfach oder mehrfach durch Trifluor methyl und Methyl substituierten Pyrazolylrest oder für ein gegebenenfalls ein fach oder mehrfach durch Fluour substituierten Phenylrest.R 1 preferably represents a pyrazolyl radical which is optionally mono- or polysubstituted by trifluoromethyl and methyl, or a phenyl radical which is monosubstituted or polysubstituted by fluorine.
R2 steht bevorzugt für einen gegebenenfalls durch Halogen- und/oder C1-C3- Halogenalkyl substituierten Phenoxyrest.R 2 preferably represents a phenoxy radical optionally substituted by halogen and / or C 1 -C 3 haloalkyl.
R3 steht bevorzugt für ein Wasserstoffatom oder Methyl.R 3 preferably represents a hydrogen atom or methyl.
W steht bevorzugt für Sauerstoff oder die Gruppe -CO-NH-.W preferably represents oxygen or the group -CO-NH-.
Als Mischungskomponenten aus den Wirkstoffen der Gruppe 3 werden besonders her
vorgehoben:
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1-(2,4-Di
chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlora
zol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl),
Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-dicarboxylat
(Mefenpyr-diethyl) und 2,4-Dichlorphenoxyessigsäure (2,4-D) und dessen Derivate.The following are particularly emphasized as mixture components from the active ingredients of group 3:
5-chloro-quinoxaline-8-oxyacetic acid (1-methylhexyl ester) (cloquintocet), 1- (2,4-di chlorophenyl) -5-trichloromethyl-1H-1,2,4-triazole-3- carboxylic acid ethyl ester (fenchlorazole ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (isoxadifen-ethyl), diethyl 1- (2,4-dichlorophenyl) -4,5-dihydro -5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives.
Wie beschrieben kann die Wirkung der oben beschrieben Kombinationen
gegebenenfalls durch den Zusatz einer Verbindung aus der dritten Gruppe von
Herbiziden ("Wirkstoffe der Gruppe 4") noch in ihren Eigenschaften verbessert
werden. Als Mischungskomponenten aus der "Wirkstoffe der Gruppe 4" werden
besonders hervorgehoben:
4-Amino-N-(1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)-5-oxo-1H-1,2,4-tri
azol-1-carboxamid (Amicarbazone), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-
methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), N-Benzyl-2-(4-
fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 3-i-Propyl-1H-2,1,3-
benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro
benzoat (Bifenox), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-
Natriumsalz (Bispyribac-sodium), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil),
2-Chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1(2H)-pyrimidinyl)-
benzoesäure-[1,1-dimethyl-2-oxo-2-(2-propenyloxy)]-ethylester (Butafenacil-allyl),
2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-
methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), N-(4-Methoxy-6-
methyl-1,3,5-triazin-2-yl)-N'-(2-chlor-phenylsulfonyl)-harnstoff (Chlorsufuron), N'-
(3-Chlor-4-methyl-phenyl)-N,N-dimethyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-
chlor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure
ethylester (Cinidon-ethyl), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-
phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clo
pyralid), 2-Chlor-4-ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazin
(Cyanazine), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenyl
sulfonyl)-harnstoff (Cyclosulfamuron), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-
Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propan
säure (Dichlorprop-P), Methyl-2-[4-(2,4-dichlor-phenoxy)-phenoxy]-propanoat (Di
clofop-methyl), 1,2-Dimethyl-3,5-diphenyl-1H-pyrazolium-methylsulfat (Difenzo
quat), (S)-(2-Ethoxy-1-methyl-2-oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phen
oxy)-benzoat (Ethoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phen
oxysulfonyl)-harnstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-
oxy)-phenoxy]-propanoat (Fenoxaprop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-
N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamid (Fentrazamide), Isopropyl-N-
benzoyl-N-(3-chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Isopropyl-N-
benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-
benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninat (Flamprop-methyl), N-(2,6-
Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid
(Florasulam), 5-(4-Brom-1-methyl-5-trifluormethyl-1H-pyrazol-3-yl)-2-chlor-4-
fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-
oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-1-H-1,2,4-triazol-1-carboxamid-
Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluor
methyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Difluor-phenyl)-5-
methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Flumetsulam), 5-(2-Chlor-4-
trifluormethyl-phenoxy)-2-nitro-benzoesäureethoxycarbonylmethylester (Fluoro
glycofen-ethyl), 1-(4-Chlor-3-(2, 2,3,3,3-pentafluor-propoxymethyl)-phenyl)-5-
phenyl-1H-1,2,4-triazol-3-carboxamid (Flupoxam), N-(4,6-Dimethoxy-pyrimidin-2-
yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-
Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy-9H-fluoren-9-carbonsäure
(Flurenol), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-
methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-
Methylamino-2-phenyl-4-(3-trifluormethyl-phenyl)-3(2H)-furanon (Flurtamone), 2-
Amino-4-(hydroxymethylphosphinyl)-butansäure (-ammoniumsalz) (Glufosinate
(-ammonium)), N-Phosphonomethyl-glycin (-isopropylammmoniumsalz), (Gly
phosate, -isopropylammonium), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-
1H-imidazol-2-yl)-4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-
methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridin-3-carbon
säure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-
ethyl-pyridin-3-carbonsäure (Imazethapyr), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-
yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harnstoff-Natriumsalz (Iodo
sulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-
N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N-(3-(1-Ethyl-1-methyl-propyl)-
isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxaben), (4-Chlor-2-methyl-phenoxy)-
essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2-(2-
Benzthiazotyloxy)-N-methyl-N-phenyl-acetamid (Mefenacet), 4-Amino-3-methyl-6-
phenyl-1,2,4-triazin-5(4H)-on (Metamitron), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-
dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-
tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-
methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Met
sulfuron-methyl), 1-Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pen
dimethalin), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), 2-[[[(4,5-Dihydro-4-
methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]-sulfonyl]-benzoe
säure-methylester-Natriumsalz (Propoxycarbazone-sodium), S-Phenylmethyl-N,N-
dipropyl-thiocarbamat (Prosulfocarb), Ethyl-[2-Chlor-5-(4-chlor-5-difluormethoxy-
1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), 7-Chlor-3-
methyl-chinolin-8-carbonsäure (Quinmerac), N-Phosphonomethyl-glycin-trimethyl
sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethylsulfonyl-imid
azo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 2-tert-Butylamino-4-ethylamino-6-
methylthio-1,3,5-triazin (Terbutryn), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-
(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron-methyl), 2-
(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen-1-on (Tral
koxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Triallate), N-(4-
Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]-harn
stoff (Triasulfuron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-
methoxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), N-[[(4,6-Di
methoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfon
amid-Natriumsalz (Trifloxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluor
methyl-benzol (Trifluralin), N-(4-Methoxy-6-trifluormethoxy-1,3,5-triazin-2-yl)-N'-
(2-trifluormethyl-phenylsulfonyl)-harnstoff (Tritosulfuron)As described, the properties of the combinations described above can be improved, if appropriate, by adding a compound from the third group of herbicides (“active compounds of group 4”). The following are particularly emphasized as mixture components from the "active ingredients of group 4":
4-Amino-N- (1,1-dimethyl-ethyl) -4,5-dihydro-3- (1-methyl-ethyl) -5-oxo-1H-1,2,4-tri azole-1-carboxamide (Amicarbazone), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), N-benzyl-2- (4-fluor -3-trifluoromethyl-phenoxy) -butanamide (beflubutamide), 3-i-propyl-1H-2,1,3-benzothiadiazin-4 (3H) -one (bentazone), methyl-5- (2,4-dichloro- phenoxy) -2-nitro benzoate (bifenox), 2,6-bis (4,6-dimethoxy-pyrimidin-2-yl-oxy) benzoic acid sodium salt (bispyribac-sodium), 3,5-dibromo-4- hydroxy-benzonitrile (bromoxynil), 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) pyrimidinyl) benzoic acid- [1,1-dimethyl -2-oxo-2- (2-propenyloxy)] ethyl ester (butafenacil-allyl), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4 -difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (carfentrazone-ethyl), N- (4-methoxy-6-methyl-1,3,5-triazine -2-yl) -N '- (2-chlorophenylsulfonyl) urea (chlorosufuron), N'- (3-chloro-4-methylphenyl) -N, N-dimethylurea (Chlorotoluron), 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) phenyl] - Ethyl 2-propanoate (cinidon-ethyl), (R) - (2-propynyl) -2- [4- (5-chloro-3-fluoropyridin-2-yl-oxy) - phenoxypropanoate (clodinafop-propargyl ), 3,6-dichloropyridine-2-carboxylic acid (Clo pyralid), 2-chloro-4-ethylamino-6- (1-cyano-1-methyl-ethylamino) -1,3,5-triazine (cyanazines) , N- (4,6-Dimethoxypyrimidin-2-yl) -N '- (2-cyclopropylcarbonylphenyl sulfonyl) urea (cyclosulfamuron), 2,4-dichlorophenoxyacetic acid (2,4-D), 3 , 6-dichloro-2-methoxy-benzoic acid (Dicamba), (R) -2- (2,4-dichlorophenoxy) propanoic acid (dichloroprop-P), methyl-2- [4- (2,4- dichlorophenoxy) phenoxy] propanoate (diclofop-methyl), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulfate (difenzo quat), (S) - (2-ethoxy-1-methyl -2-oxoethyl) -2-chloro-5- (2-chloro-4-trifluoromethyl-phen oxy) benzoate (ethoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N '- ( 2-ethoxy-phen oxysulfonyl) urea (ethoxysulfuron), (R) -ethyl-2- [4- (6-chloro-benzoxazol-2-yl- o xy) phenoxy] propanoate (fenoxaprop- (P) -ethyl), 4- (2-chlorophenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1 -carboxamide (fentrazamide), isopropyl-N-benzoyl-N- (3-chloro-4-fluro-phenyl) -DL-alaninate (flamprop-isopropyl), isopropyl-N-benzoyl-N- (3-chloro-4- fluro-phenyl) -L-alaninate (Flamprop-isopropyl-L), methyl-N-benzoyl-N- (3-chloro-4-fluorophenoxy) -DL-alaninate (Flamprop-methyl), N- (2, 6- difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] triazolo- [1,5-c] pyrimidine-2-sulfonamide (florasulam), 5- (4-bromo-1 -methyl-5-trifluoromethyl-1H-pyrazol-3-yl) -2-chloro-4-fluoro-benzoic acid i-propyl ester (fluazolates), 4,5-dihydro-3-methoxy-4-methyl-5-oxo -N - [(2-trifluoromethoxyphenyl) sulfonyl] -1-H-1,2,4-triazole-1-carboxamide sodium salt (Flucarbazone-sodium), N- (4-fluorophenyl) -Ni- propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) acetamide (flufenacet), N- (2,6-difluorophenyl) -5-methyl-1,2, 4-triazolo [1,5-a] pyrimidine-2-sulfonamide (flumetsulam), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoic acid ethoxycarbonylmethyl ester (fluoro glycofen-ethyl), 1- (4-chloro-3- (2, 2,3,3,3-pentafluoropropoxymethyl) phenyl) -5-phenyl-1H-1,2,4-triazole- 3-carboxamide (flupoxam), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron- methyl-sodium), 9-hydroxy-9H-fluoren-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) -acetic acid (-2-butoxy -1-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4- (3-trifluoromethyl-phenyl) -3 (2H) -furanone (flurtamone ), 2-amino-4- (hydroxymethylphosphinyl) butanoic acid (ammonium salt) (glufosinate (ammonium)), N-phosphonomethylglycine (isopropyl ammonium salt), (glyphosate, isopropylammonium), methyl 2- (4, 5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -4-methyl-benzoate (imazamethabenz-methyl), 2- (4,5-dihydro-4-methyl-4 -isopropyl-5-oxo-1H-imidazol-2-yl) -5-methoxymethyl-pyridin-3-carboxylic acid (imazamox), 2- (4th , 5-Dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl) -5-ethyl-pyridine-3-carboxylic acid (imazethapyr), N- (4-methoxy-6- methyl-1,3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) urea sodium salt (iodo sulfuron-methyl-sodium), 4-hydroxy-3,5- diiodobenzonitrile (ioxynil), N, N-dimethyl-N '- (4-isopropylphenyl) urea (isoproturon), N- (3- (1-ethyl-1-methylpropyl) - isoxazole-5- yl) -2,6-dimethoxy-benzamide (isoxaben), (4-chloro-2-methylphenoxy) acetic acid (MCPA), 2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop), 2- (2-benzothiazotyloxy) -N-methyl-N-phenyl-acetamide (Mefenacet), 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5 (4H) -one (metamitron) , N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (metosulam), 4-amino -6- tert -butyl-3-methylthio-1,2,4-triazine-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1,3,5-triazine-2- yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (Met sulfuron-methyl), 1-amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dini tro-benzene (pen dimethalin), N- (3,4-dichlorophenyl) propanamide (propanil), 2 - [[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H -1,2,4-triazol-1-yl) carbonyl] amino] sulfonyl] benzoic acid methyl ester sodium salt (propoxycarbazone sodium), S-phenylmethyl-N, N-dipropyl thiocarbamate (prosulfocarb), Ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy] acetate (pyraflufen-ethyl), 7-chloro-3 - methyl-quinoline-8-carboxylic acid (Quinmerac), N-phosphonomethyl-glycine-trimethyl sulfonium (sulfosate), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-ethylsulfonyl imide azo [1,2-a] pyridine-3-sulfonamide (sulfosulfuron), 2-tert-butylamino-4-ethylamino-6-methylthio-1,3,5-triazine (terbutryn), N- (4-methoxy-6- methyl-1,3,5-triazin-2-yl) -N'- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy -5- (2,4,6-trimethyl-phenyl) -2-cyclohexen-1-one (Tral koxydim), S- (2,3,3-trichloro-2-propenyl) -diisopropylcarbamothioate (triallate), N- (4-methoxy-6-meth yl-1,3,5-triazin-2-yl) -N '- [2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron), N-methyl-N- (4-methoxy-6 -methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (tribenuron-methyl), N - [[(4,6-dimethoxy-2-pyrimidinyl) -amino] -carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2-pyridinesulfone amide sodium salt (trifloxysulfuron), 1-amino-2,6-dinitro-N, N-dipropyl-4-trifluoro methyl-benzene (trifluralin), N- (4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl) -N'- (2-trifluoromethyl-phenylsulfonyl) urea (tritosulfuron)
Erfindungsgemäß ganz besonders bevorzugt sind selektiv-herbizide Mittel, die gekenn
zeichnet sind durch einen Gehalt an einer Wirkstoffkombination umfassend
According to the invention, very particularly preferred are selective herbicidal compositions which are characterized by a content of an active compound combination comprising
- a) N-(4-Fluorphenyl)-6-[3-(trifluormethyl)phenoxy]-2-pyridinecarboxamid (pico linafen) oder 2-(3,4-Difluorphenoxy)-4-methyl-6-(1-methyl-3-trifluormethyl pyrazol-5-yl)-pyridin unda) N- (4-fluorophenyl) -6- [3- (trifluoromethyl) phenoxy] -2-pyridinecarboxamide (pico linafen) or 2- (3,4-difluorophenoxy) -4-methyl-6- (1-methyl-3-trifluoromethyl pyrazol-5-yl) pyridine and
-
b) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbiziden,
welche die vorstehend unter (b) genannten Wirkstoffe ("Wirkstoffe der Gruppe
2") enthält,
wobei die Verbindung aus der Gruppe (b) nicht für Flufenacet steht, wenn die Verbindung (a) 2-(3,4-Difluorphenoxy)-4-methyl-6-(1-methyl-3-trifluor methylpyrazol-5-yl)-pyridin ist,b) one or more compounds from a second group of herbicides which contains the active compounds mentioned above under (b) (“active compounds of group 2”),
where the compound from group (b) does not represent flufenacet if the compound (a) 2- (3,4-difluorophenoxy) -4-methyl-6- (1-methyl-3-trifluoromethylpyrazol-5-yl) -pyridine is,
sowie gegebenenfallsand if necessary
- a) zumindest eine der vorstehend genannten, die Kulturpflanzenverträglichkeit verbessernden Verbindungen der Wirkstoffe der Gruppe 3, wobei solche Ver bindungen bevorzugt sind, die vorstehend hervorgehoben wurden.a) at least one of the above, the crop tolerance improving compounds of the active ingredients of group 3, such ver preferred bonds that have been highlighted above.
Erfindungsgemäß am meisten bevorzugt sind die selektiv-herbiziden Mittel, die als Verbindung der Wirkstoffe der Gruppe 1 Picolinafen enthalten.Most preferred according to the invention are the selective herbicidal compositions which act as Compound of active substances of group 1 Picolinafen contain.
Hervorzuheben sind außerdem selektiv-herbizide Mittel, die gekennzeichnet sind durch
einen Gehalt an einer Wirkstoffkombination umfassend
Also to be emphasized are selective herbicidal compositions which are characterized by a content of an active ingredient combination comprising
- a) Picolinafen unda) Picolinafen and
- b) (5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (flufenacet) undb) (5-Trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) acetic acid-N-isopropyl-N- (4- fluorophenyl) amide (flufenacet) and
- c) gegebenenfalls eine oder mehrere Verbindungen aus der Gruppe 2,6-Bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac sodium), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]- pyrimidin-2-sulfonamid (Florasulam), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff- Natriumsalz (Flupyrsulfuron-methyl-sodium), N,N-Dimethyl-N'-(4-iso propyl-phenyl)-harnstoff (Isoproturon), N-(2,6-Dichlor-3-methyl-phenyl)-5,7- dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Metosulam), 1- Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimethalin) und Ethyl-[2-Chlor-5-(4-chlor-5-difluormethoxy-1-methyl-1H-pyrazol-3-yl)- 4-fluor-phenoxy]-acetat (Pyraflufen-ethyl).c) optionally one or more compounds from the group 2,6-bis- (4,6- dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac sodium), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] - pyrimidin-2-sulfonamide (Florasulam), N- (4,6-dimethoxypyrimidin-2-yl) -N'- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea - Sodium salt (flupyrsulfuron-methyl-sodium), N, N-dimethyl-N '- (4-iso propylphenyl) urea (isoproturon), N- (2,6-dichloro-3-methylphenyl) -5,7- dimethoxy-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (metosulam), 1- Amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin) and ethyl- [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) - 4-fluorophenoxy] acetate (pyraflufen-ethyl).
Hervorzuheben sind auch selektiv-herbizide Mittel, die gekennzeichnet sind durch
einen Gehalt an einer Wirkstoffkombination umfassend
Also to be emphasized are selective herbicidal compositions which are characterized by a content of an active ingredient combination comprising
- a) Picolinafen unda) Picolinafen and
- b) 2-(2-Methoxycarbonyl-phenylsulfonylaminocarbonyl)-4-methyl-5-n- propoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (propoxycarbazone-sodium) undb) 2- (2-methoxycarbonyl-phenylsulfonylaminocarbonyl) -4-methyl-5-n- propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt thereof Compound (propoxycarbazone-sodium) and
- c) gegebenenfalls eine oder mehrere Verbindungen aus der Gruppe N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harn stoff (Amidosulfuron), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoe säure-Natriumsalz (Bispyribac-sodium), 2-(4-Chlor-2-fluor-5-(2-chlor-2- ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7- hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), 2-Chlor-4-ethylamino-6-(1-cyano-1-methyl-ethylamino)- 1,3,5-triazin (Cyanazine), 2,4-Dichlor-phenoxyessigsäure (2,4-D), (R)-2-(2,4- Dichlor-phenoxy)-propansäure (Dichlorprop-P), N-(2,6-Difluor-phenyl)-8- fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Flora sulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2- yl-oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3- methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natrium salz (Flupyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin- 2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), N-(4-Methoxy-6-methyl-1,3,5-triazin- 2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harn stoff (Isoproturon), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]- pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio- 1,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), 1-Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimeth alin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron-methyl), N-Methyl-N-(4- methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-phenyl sulfonyl)-harnstoff (Tribenuron-methyl), N-[[(4,6-Dimethoxy-2-pyrimidinyl)- amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron), N-(4-Methoxy-6-trifluormethoxy-1,3,5-triazin-2-yl)-N'- (2-trifluormethyl-phenylsulfonyl)-harnstoff (Tritosulfuron).c) optionally one or more compounds from the group N- (4,6-Di methoxy-pyrimidin-2-yl) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urine substance (amidosulfuron), 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) benzo acid sodium salt (bispyribac-sodium), 2- (4-chloro-2-fluoro-5- (2-chloro-2- ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-one (carfentrazone-ethyl), 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7- hexahydro-1,3-dioxo-2H-isoindol-2-yl) phenyl] -2-propanoic acid, ethyl ester (Cinidon-ethyl), 2-chloro-4-ethylamino-6- (1-cyano-1-methyl-ethylamino) - 1,3,5-triazine (cyanazines), 2,4-dichlorophenoxyacetic acid (2,4-D), (R) -2- (2,4- Dichlorophenoxy) propanoic acid (dichloroprop-P), N- (2,6-difluorophenyl) -8- fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] -pyrimidine-2-sulfonamide (Flora sulam), N- (4-fluorophenyl) -N-i-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazole-2- yl-oxy) -acetamide (flufenacet), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (3- methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5-dichloro-6-fluoropyridine- 2-yl-oxy) -acetic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl-heptyl ester) (Fluroxypyr, butoxypropyl, meptyl), N- (4-methoxy-6-methyl-1,3,5-triazine 2-yl) -N '- (5-iodo-2-methoxycarbonylphenylsulfonyl) urea sodium salt (Iodosulfuron-methyl-sodium), N, N-dimethyl-N '- (4-isopropylphenyl) urine substance (isoproturon), 2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop), N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1,5-a] - pyrimidine-2-sulfonamide (metosulam), 4-amino-6-tert-butyl-3-methylthio- 1,2,4-triazin-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1,3,5-triazin-2- yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (metsulfuron-methyl), 1-Amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (Pendimeth aline), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl thien-3-yl-sulfonyl) urea (thifensulfuron-methyl), N-methyl-N- (4- methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonylphenyl sulfonyl) urea (tribenuron-methyl), N - [[(4,6-dimethoxy-2-pyrimidinyl) - amino] carbonyl] -3- (2,2,2-trifluoroethoxy) -2-pyridinesulfonamide sodium salt (Trifloxysulfuron), N- (4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl) -N'- (2-trifluoromethyl-phenylsulfonyl) urea (tritosulfuron).
Hervorzuheben sind auch selektiv-herbizide Mittel, die gekennzeichnet sind durch
einen Gehalt an einer Wirkstofflcombination umfassend
Also to be emphasized are selective herbicidal compositions which are characterized by a content of an active ingredient combination comprising
- a) Picolinafen unda) Picolinafen and
- b) 2-(2-Trifluormethoxy-phenylsulfonylaminocarbonyl)-4-methyl-5-methoxy- 2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (flucarbazone-sodium) undb) 2- (2-trifluoromethoxy-phenylsulfonylaminocarbonyl) -4-methyl-5-methoxy- 2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium) and
- c) gegebenenfalls eine oder mehrere Verbindungen aus der Gruppe 2,6-Bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac sodium), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-(4-Chlor-2- fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl- 2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor- 5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure ethylester (Cinidon-ethyl), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2- yl-oxy)-phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2- carbonsäure (Clopyralid), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6- Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-Ethyl-2-[4-(6-chlor-benzox azol-2-yl-oxy)-phenoxy]-propanoat (Fenoxaprop-(P)-ethyl), N-(2,6-Difluor phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadi azol-2-yl-oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff- Natriumsalz (Flupyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), Methyl-2-(4,5-dihydro-4- methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4-methyl-benzoat (Imazametha benz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2- yl)-5-methoxymethyl-pyridin-3-carbonsäure (Imazamox), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)- harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Dimethyl-N'-(4- isopropyl-phenyl)-harnstoff (Isoproturon), (4-Chlor-2-methyl-phenoxy)-essig säure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), N- (2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo [1,5-a]- pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio- 1,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), 1-Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimeth alin), 2-[[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)- carbonyl]-amino]-sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxy carbazone-sodium), Ethyl-[2-Chlor-5-(4-chlor-5-difluormethoxy-1-methyl- 1H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(2-ethylsulfonyl-imidazo[1,2-a]pyridin-3- sulfonamid (Sulfosulfuron), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'- (2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen- 1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Triallate), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-meth oxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), N-[[(4,6-Di methoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2- pyridinsulfonamid-Natriumsalz (Trifloxysulfuron), N-(4-Methoxy-6-trifluor methoxy-1,3,5-triazin-2-yl)-N'-(2-trifluormethyl-phenylsulfonyl)-harnstoff (Tritosulfuron).c) optionally one or more compounds from the group 2,6-bis- (4,6- dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac sodium), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), 2- (4-chloro-2- fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl- 2,4-dihydro-3H-1,2,4-triazol-3-one (Carfentrazone-ethyl), 2-chloro-3- [2-chloro 5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) phenyl] -2-propanoic acid ethyl ester (cinidon-ethyl), (R) - (2-propynyl) -2- [4- (5-chloro-3-fluoropyridine-2- yl-oxy) -phenoxy-propanoate (Clodinafop-propargyl), 3,6-dichloropyridine-2- carboxylic acid (clopyralide), 2,4-dichlorophenoxyacetic acid (2,4-D), 3,6- Dichloro-2-methoxy-benzoic acid (Dicamba), (R) -ethyl-2- [4- (6-chloro-benzox azol-2-yl-oxy) phenoxy] propanoate (fenoxaprop- (P) -ethyl), N- (2,6-difluoro phenyl) -8-fluoro-5-methoxy- [1,2,4] triazolo- [1,5-c] pyrimidine-2-sulfonamide (Florasulam), N- (4-fluoro-phenyl) -N-i-propyl-2- (5-trifluoromethyl-1,3,4-thiadi azol-2-yl-oxy) -acetamide (flufenacet), N- (4,6-dimethoxy-pyrimidin-2-yl) -N'- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea - Sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5-dichloro-6-fluor pyridin-2-yl-oxy) acetic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl heptyl ester) (fluroxypyr, butoxypropyl, meptyl), methyl 2- (4,5-dihydro-4- methyl 4-isopropyl-5-oxo-1H-imidazol-2-yl) -4-methyl-benzoate (imazametha benz-methyl), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazole-2- yl) -5-methoxymethyl-pyridine-3-carboxylic acid (imazamox), N- (4-methoxy-6- methyl-1,3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) - urea sodium salt (iodosulfuron-methyl-sodium), N, N-dimethyl-N '- (4- isopropylphenyl) urea (isoproturon), (4-chloro-2-methylphenoxy) vinegar acid (MCPA), 2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop), N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1,5-a] - pyrimidine-2-sulfonamide (metosulam), 4-amino-6-tert-butyl-3-methylthio- 1,2,4-triazin-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1,3,5-triazin-2- yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (metsulfuron-methyl), 1-Amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (Pendimeth aline), 2 - [[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl) - carbonyl] amino] sulfonyl] benzoic acid methyl ester sodium salt (propoxy carbazone-sodium), ethyl- [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl- 1H-pyrazol-3-yl) -4-fluorophenoxy] acetate (pyraflufen-ethyl), N- (4,6-di methoxy-pyrimidin-2-yl) -N '- (2-ethylsulfonyl-imidazo [1,2-a] pyridin-3- sulfonamide (sulfosulfuron), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N'- (2-methoxycarbonyl-thien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2,4,6-trimethyl-phenyl) -2-cyclohexene 1-one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) diisopropyl carbamothioate (Triallates), N-methyl-N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-meth oxycarbonyl-phenylsulfonyl) urea (tribenuron-methyl), N - [[(4,6-Di methoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2- pyridine sulfonamide sodium salt (trifloxysulfuron), N- (4-methoxy-6-trifluoro methoxy-1,3,5-triazin-2-yl) -N '- (2-trifluoromethyl-phenylsulfonyl) urea (Tritosulfuron).
Es wurde nun überraschend gefunden, dass die oben definierten Wirkstoffkom binationen aus den 2,6-disubstituierten Pyridin-Derivaten der Formel (I) und den oben angeführten Wirkstoffen der Gruppe 2 gegebenenfalls in Kombination mit Wirkstoffen der Gruppe 3 und 4, bei sehr guter Nutzpflanzen-Verträglichkeit eine besonders hohe herbizide Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Weizen, daneben aber auch in Reis, Mais und Gerste zur selektiven Unkrautbe kämpfung verwendet werden können.It has now surprisingly been found that the active ingredient com combinations of the 2,6-disubstituted pyridine derivatives of the formula (I) and those above Active ingredients of group 2 mentioned, if appropriate in combination with active ingredients groups 3 and 4, with a very good crop tolerance, a particularly high one Have herbicidal activity and in different crops, especially in Wheat, but also in rice, maize and barley as a selective weed herb fighting can be used.
Überraschenderweise ist die herbizide Wirksamkeit der erfindungsgemäßen Wirkstoff kombinationen aus Verbindungen der oben aufgeführten Gruppen 1 und 2 erheblich höher als die Summe der Wirkungen der einzelnen Wirkstoffe.Surprisingly, the herbicidal activity of the active ingredient according to the invention Combinations of compounds from groups 1 and 2 listed above significantly higher than the sum of the effects of the individual active ingredients.
Es liegt somit ein nicht vorhersehbarer synergistischer Effekt vor und nicht nur eine Wirkungsergänzung. Die neuen Wirkstoffkombinationen sind in vielen Kulturen gut verträglich, wobei die neuen Wirkstoffkombinationen auch sonst schwer bekämpfbare Unkräuter gut bekämpfen. Die neuen Wirkstoffkombinationen stellen somit eine wert volle Bereicherung der Selektivherbizide dar.There is therefore an unforeseeable synergistic effect and not just one Addition of effects. The new drug combinations are good in many cultures tolerated, whereby the new active ingredient combinations are otherwise difficult to control Control weeds well. The new combinations of active ingredients therefore represent a value full enrichment of selective herbicides.
Es wurde außerdem überraschend gefunden, dass die oben definierten Wirkstoffkombi nationen aus 2,6-disubstituierten Pyridin-Derivaten der Formel (I) und einem Safener/Antidot ("Wirkstoffe der Gruppe 3") in Kombination mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 2 bei sehr guter Nutzpflanzen-Verträglich keit eine besonders hohe herbizide Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Getreide und Mais, vor allem Weizen, aber auch in Soja, Kartoffeln und Reis zur selektiven Unkrautbekämpfung verwendet werden können.It was also surprisingly found that the combination of active ingredients defined above nations from 2,6-disubstituted pyridine derivatives of the formula (I) and one Safener / antidote ("active substances of group 3") in combination with one or more of the above-mentioned active ingredients of group 2 with very good crop tolerance have a particularly high herbicidal activity and in different Crops, especially in cereals and maize, especially wheat, but also in soy, Potatoes and rice can be used for selective weed control.
Überraschenderweise wurde zudem gefunden, dass auch die herbizidwirksame Sub stanz 2,4-Dichlorophenoxy-essigsäure (2,4-D) und ihre Derivate die oben beschriebene Safeneraufgabe übernehmen können.Surprisingly, it was also found that the herbicidal sub punch 2,4-dichlorophenoxy-acetic acid (2,4-D) and its derivatives as described above Can take over safener task.
Die Verbindungen Diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole- 3,5-dicarboxylate (Mefenpyr-diethyl), (1-Methylhexyl)-[(5-chloro-8-quinolinyl)oxy]- acetate (Cloquintocet-mexyl) und Ethyl-1-(2,4-dichlorophenyl)-5-(trichloromethyl)- 1H-1,2,4-triazole-3-carboxylate (Fenchlorazole-ethyl) sind in den folgenden Patentan meldungen beschrieben: DE-A-39 39 503, EP-A-191 736 bzw. DE-A-35 25 205. 2,4-D ist ein bekanntes Herbizid.The compounds diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole- 3,5-dicarboxylates (mefenpyr-diethyl), (1-methylhexyl) - [(5-chloro-8-quinolinyl) oxy] - acetate (Cloquintocet-mexyl) and ethyl 1- (2,4-dichlorophenyl) -5- (trichloromethyl) - 1H-1,2,4-triazole-3-carboxylates (fenchlorazole-ethyl) are described in the following patents described: DE-A-39 39 503, EP-A-191 736 and DE-A-35 25 205. 2,4-D is a well-known herbicide.
Als überraschend ist weiterhin anzusehen, dass aus einer Vielzahl von bekannten Safenern oder Antidots, die befähigt sind, die schädigende Wirkung eines Herbizids auf die Kulturpflanzen zu antagonisieren, gerade die oben aufgeführten Wirkstoffe der Gruppe 3 geeignet sind, die schädigende Wirkung von Verbindungen der Formel (I), in Kombination mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 2, auf die Kulturpflanzen annähernd vollständig aufzuheben, ohne dabei die herbizide Wirksamkeit gegenüber den Unkräutern zu beeinträchtigen.It is also surprising that from a large number of known Safeners or antidotes that are capable of the harmful effects of a herbicide to antagonize the crops, just the active ingredients listed above Group 3 are suitable, the damaging effect of compounds of the formula (I), in combination with one or more of the active ingredients listed above Group 2, almost completely cancel the crops without losing the affect herbicidal activity against the weeds.
Hervorgehoben sei hierbei die besonders vorteilhafte Wirkung der besonders bevor zugten Kombinationspartner von den Wirkstoffen der Gruppe 3, insbesondere hin sichtlich der Schonung von Getreidepflanzen, wie z. B. Reis, Weizen, Gerste und Roggen, als Kulturpflanzen.The particularly advantageous effect of the especially before should be emphasized here preferred combination partners of the active ingredients of group 3, in particular obviously the protection of cereal plants, such as. B. rice, wheat, barley and Rye, as crops.
Die erfindungsgemäßen Wirkstoffkombinationen können z. B. bei den folgenden Pflan
zen verwendet werden:
Dikotyle Unkräuter der Gattungen: Sinapis, Lepidium, Galium, Stellaria, Matricaria,
Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca,
Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus,
Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex,
Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.The active compound combinations according to the invention can, for. B. used in the following plants:
Dicotyledon weeds of the genera: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduippum, Sonuanum , Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.
Dikotyle Kulturen der Gattungen: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cuburbita.Dicot cultures of the genera: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, cucumis, cuburbita.
Monokotyle Unkräuter der Gattungen: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera, Phalaris.Monocotyledonous weeds of the genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera, phalaris.
Monokotyle Kulturen der Gattungen: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium.Monocot cultures of the genera: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Pineapple, Asparagus, Allium.
Die Verwendung der erfindungsgemäßen Wirkstoffkombinationen ist jedoch keines wegs auf diese Gattungen beschränkt, sondern erstreckt sich in gleicher Weise auch auf andere Pflanzen.However, the use of the active compound combinations according to the invention is not one wegs limited to these genera, but extends in the same way other plants.
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie er wünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vorkommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechno logische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. According to the invention, all plants and parts of plants can be treated. Under Plants are understood here as all plants and plant populations desired and undesirable wild plants or crops (including naturally occurring crops). Cultivated plants can be plants that by conventional breeding and optimization methods or by biotechno logical and genetic engineering methods or combinations of these methods can be obtained, including the transgenic plants and inclusive plant varieties that can or cannot be protected by plant breeders' rights.
Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Teile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei bei spielhaft Blätter, Nadeln, Stengel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Erntegut sowie vegetatives und generatives Vermehrungsmaterial, bei spielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.Plant parts should include all above-ground and underground parts and organs the plants, such as sprout, leaf, flower and root are understood, with playful leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhizomes. To the plant parts also includes crops and vegetative and generative propagation material for example cuttings, tubers, rhizomes, cuttings and seeds.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirk stoffen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z. B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbe sondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen.The treatment according to the invention of the plants and parts of plants with the active ingredients substances takes place directly or by influencing their surroundings, living space or Storage room according to the usual treatment methods, e.g. B. by diving, spraying, Evaporation, misting, scattering, spreading and in the case of propagation material, in particular especially in the case of seeds, still by wrapping them in one or more layers.
Der synergistische Effekt der erfindungsgemäßen Wirkstoffkombinationen ist bei be stimmten Konzentrationsverhältnissen besonders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Wirkstoff der Formel (I) 0,01 bis 1000 Gewichtsteile, vorzugsweise 0,05 bis 500 Gewichtsteile und besonders bevorzugt 0,1 bis 100 Gewichtsteile Wirkstoff der Gruppe 2.The synergistic effect of the active compound combinations according to the invention is in be certain concentration ratios are particularly pronounced. However, they can Weight ratios of the active ingredients in the active ingredient combinations in relatively large Ranges can be varied. In general, 1 part by weight of the active ingredient Formula (I) 0.01 to 1000 parts by weight, preferably 0.05 to 500 parts by weight and particularly preferably 0.1 to 100 parts by weight of active ingredient of group 2.
Der vorteilhafte Effekt der Kulturpflanzenverträglichkeit der erfindungsgemäßen Wirk stoffkombinationen ist bei bestimmten Konzentrationsverhältnissen ebenfalls beson ders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Wirkstoff der Formel (I), seinen Salzen oder dessen Mischungen mit Wirkstoffen der Gruppe 2 0,001 bis 1000 Gewichtsteile, vorzugsweise 0,01 bis 100 Gewichtsteile und besonders bevorzugt 0,1 bis 10 Gewichtsteile einer der oben unter (c) genannten, die Kulturpflanzen Verträglichkeit verbessernden Ver bindungen (Antidots/Safener). The advantageous effect of crop tolerance of the active compound according to the invention combinations of substances is also special at certain concentration ratios very pronounced. However, the weight ratios of the active ingredients in the Drug combinations can be varied in relatively large areas. In general account for 1 part by weight of active ingredient of the formula (I), its salts or its Mixtures with active ingredients of group 2 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 10 parts by weight of one of the Above under (c), the crop plant tolerance improving Ver bindings (antidots / safeners).
Die Wirkstoffkombinationen können in die üblichen Formulierungen übergeführt werden, wie Lösungen, Emulsionen, Spritzpulver, Suspensionen, Pulver, Stäubemittel, Pasten, lösliche Pulver, Granulate, Suspensions-Emulsions-Konzentrate, Wirkstoff- imprägnierte Natur- und synthetische Stoffe sowie Feinstverkapselungen in polymeren Stoffen.The active substance combinations can be converted into the usual formulations such as solutions, emulsions, wettable powders, suspensions, powders, dusts, Pastes, soluble powders, granules, suspension emulsion concentrates, active ingredient impregnated natural and synthetic materials as well as very fine encapsulation in polymers Fabrics.
Diese Formulierungen werden in bekannter Weise hergestellt, z. B. durch Vermischen der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln und/oder festen Trä gerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln.These formulations are prepared in a known manner, e.g. B. by mixing of the active ingredients with extenders, i.e. liquid solvents and / or solid carriers gerstoffe, optionally using surfactants, so Emulsifiers and / or dispersants and / or foaming agents.
Im Falle der Benutzung von Wasser als Streckmittel können z. B. auch organische Lö sungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kom men im wesentlichen in Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaline, chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z. B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methyl ethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie Dimethylformamid und Dimethylsulfoxid, sowie Wasser.In the case of the use of water as an extender, e.g. B. also organic Lö be used as auxiliary solvents. Com as liquid solvent essentially in question: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, Chlorethylene or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. B. petroleum fractions, mineral and vegetable oils, alcohols, such as Butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as Dimethylformamide and dimethyl sulfoxide, as well as water.
Als feste Trägerstoffe kommen in Frage:
z. B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum,
Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Ge
steinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate, als feste Trä
gerstoffe für Granulate kommen in Frage: z. B. gebrochene und fraktionierte natürliche
Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate
aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material
wie Sägemehl, Kokosnussschalen, Maiskolben und Tabakstengeln; als Emulgier-
und/oder schaumerzeugende Mittel kommen in Frage: z. B. nichtionogene und anio
nische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol-
Ether, z. B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate
sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z. B. Lignin-Sulfitab
laugen und Methylcellulose.The following are suitable as solid carriers:
e.g. B. ammonium salts and natural rock powders, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates, as solid carriers for granules are possible: z. B. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; as emulsifying and / or foam-generating agents come into question: z. B. nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for. B. alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates; as dispersants come into question: z. B. lignin sulfitab lye and methyl cellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulvrige, körnige oder latexförmige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospholipide, wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können mineralische und vegetabile Öle sein.Adhesives such as carboxymethyl cellulose, natural, can be used in the formulations and synthetic powdery, granular or latex-shaped polymers can be used, such as Gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids, such as cephalins and lecithins and synthetic phospholipids. Other additives can mineral and vegetable oils.
Es können Farbstoffe wie anorganische Pigmente, z. B. Eisenoxid, Titanoxid, Ferro cyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarb stoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden.Dyes such as inorganic pigments, e.g. B. iron oxide, titanium oxide, ferro cyan and organic dyes such as alizarin, azo and metal phthalocyanine substances and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, Molybdenum and zinc can be used.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gewichtsprozent an Wirkstoffen einschließlich der safenden Wirkstoffe, vorzugsweise zwischen 0,5 und 90%.The formulations generally contain between 0.1 and 95 percent by weight of active substances, including the safe active substances, preferably between 0.5 and 90%.
Die erfindungsgemäßen Wirkstoffkombinationen werden im allgemeinen in Form von Fertigformulierungen zur Anwendung gebracht. Die in den Wirkstoffkombinationen enthaltenen Wirkstoffe können aber auch in Einzelformulierungen bei der Anwendung gemischt, d. h. in Form von Tankmischungen zur Anwendung gebracht werden.The active compound combinations according to the invention are generally in the form of Ready formulations applied. The one in the drug combinations Active ingredients contained can also be used in individual formulations mixed, d. H. be used in the form of tank mixes.
Die neuen Wirkstoffkombinationen können als solche oder in ihren Formulierungen weiterhin auch in Mischung mit anderen bekannten Herbiziden Verwendung finden, wobei wiederum Fertigformulierungen oder Tankmischungen möglich sind. Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Fungiziden, Insektiziden, Akari ziden, Nematiziden, Schutzstoffen gegen Vogelfraß, Wuchsstoffen, Pflanzennährstof fen und Bodenstrukturverbesserungsmitteln ist möglich. Für bestimmte Anwendungs zwecke, insbesondere im Nachauflauf-Verfahren, kann es ferner vorteilhaft sein, in die Formulierungen als weitere Zusatzstoffe pflanzenverträgliche mineralische oder vege tabilische Öle (z. B. das Handelspräparat "Oleo DuPont 11E") oder Ammoniumsalze wie z. B. Ammoniumsulfat oder Ammoniumrhodanid aufzunehmen.The new drug combinations can be used as such or in their formulations continue to be used in a mixture with other known herbicides, ready formulations or tank mixes are possible. Also one Mixture with other known active ingredients, such as fungicides, insecticides, Akari ziden, nematicides, bird repellants, growth agents, plant nutrients fen and soil structure improvers is possible. For certain application purposes, especially in the post-emergence process, it may also be advantageous to use the Formulations as additional additives plant-compatible mineral or vege stable oils (e.g. the commercial preparation "Oleo DuPont 11E") or ammonium salts such as B. include ammonium sulfate or ammonium rhodanide.
Die neuen Wirkstoffkombinationen können als solche, in Form ihrer Formulierungen oder der daraus durch weiteres Verdünnen bereiteten Anwendungsformen, wie gebrauchsfertige Lösungen, Suspensionen, Emulsionen, Pulver, Pasten und Granulate angewandt werden. Die Anwendung geschieht in üblicher Weise, z. B. durch Gießen, Spritzen, Sprühen, Stäuben oder Streuen.The new active ingredient combinations can be used as such, in the form of their formulations or the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules be applied. The application is done in the usual way, e.g. B. by pouring, Spraying, spraying, dusting or sprinkling.
Die erfindungsgemäßen Wirkstoffkombinationen können vor und nach dem Auflaufen der Pflanzen appliziert werden, also im Vorauflauf und Nachauflauf-Verfahren. Sie können auch vor der Saat in den Boden eingearbeitet werden.The active compound combinations according to the invention can be used before and after emergence of the plants are applied, i.e. pre-emergence and post-emergence. she can also be worked into the soil before sowing.
Ein synergistischer Effekt liegt bei Herbiziden immer dann vor, wenn die herbizide Wirkung der Wirkstoffkombination größer ist als die der einzelnen applizierten Wirk stoffe.A herbicide always has a synergistic effect if the herbicide Effect of the combination of active substances is greater than that of the individual active compound applied fabrics.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Herbizide kann wie
folgt berechnet werden (vgl. COLBY, S. R.: "Calculating synergistic and antagonistic
responses of herbicide combinations", Weeds 15, Seiten 20-22, 1967):
Wenn X = % Schädigung durch Herbizid A (Wirkstoff der Formel
I) bei p kg/ha Aufwandmenge
und Y = % Schädigung durch Herbizid B (Wirkstoff der Formel
II) bei q kg/ha Aufwandmenge
und E = die erwartete Schädigung der Herbizide A und B bei p
und q kg/ha Aufwandmenge,
dann ist E = X + Y - (X.Y/100).The expected effect for a given combination of two herbicides can be calculated as follows (cf. COLBY, SR: "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967):
If X =% damage by herbicide A (active ingredient of formula I) at p kg / ha application rate
and Y =% damage by herbicide B (active ingredient of the formula II) at q kg / ha application rate
and E = the expected damage to herbicides A and B at p and q kg / ha application rate,
then E = X + Y - (XY / 100).
Ist die tatsächliche Schädigung größer als berechnet, so ist die Kombination in ihrer Wirkung überadditiv, das heißt, sie zeigt einen synergistischen Effekt.If the actual damage is greater than calculated, the combination is in its Effect superadditive, that is, it shows a synergistic effect.
Claims (10)
- a) zumindest ein 2,6-disubstituiertes Pyridin-Derivat der allgemeinen
Formel (I)
in welcher
R1 für einen gegebenenfalls einfach oder mehrfach durch Halogen- und/oder C1-C3-Halogenalkyl substituierten und/oder C1-C3-Halogen alkyl substituierten 5 bis 6 gliedrigen Heterozyklus enthaltend 1 bis 3 Stickstoffatome oder für ein gegebenenfalls einfach oder mehrfach durch Halogen- und/oder C1-C3-Halogenalkyl substituierten Phenylrest steht,
R2 für einen gegbenenenfalls durch Halogen- und/oder C1-C3-Halogen alkyl substituierten Phenoxyrest steht,
R3 für ein Wasserstoffatom oder Methyl steht, und
W für Sauerstoff oder die Gruppe -CO-NH- steht,
("Wirkstoffe der Gruppe 1")
und - b) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbizi
den, welche die nachstehend genannten Wirkstoffe enthält:
(5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (flufenacet), 2-(2-Methoxycarbonyl-phenylsulfonylamino carbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (propoxycarbazone-sodium), 2-(2-Trifluor methoxy-phenylsulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro- 3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (flucarbazone sodium), N-(3,4-Dichlorphenyl)propanamid (propanil), N-2-Benzothiazolyl- N,N'-dimethylharnstoff (methabenzthiazuron), 4-Amino-6-(1,1-dimethyl ethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-on (metribuzin), 4-(2-Chlorphenyl)- N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamid fentraz amide), 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (metamitron), 2- (2-Benzothiazolyloxy)-N-methyl-N-phenylacetamid (mefenacet), 4-Amino-6- (1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin-5(4H)-on (ethiozin) oder 1- Methylethyl 5-[4-brom-1-methyl-5-(trifluormethyl)-1 H-pyrazol-3-yl]-2- chloro-4-fluorobenzoat (fluazolate)
("Wirkstoffe der Gruppe 2"),
sowie gegebenenfalls - c) zusätzlich zumindest eine die Kulturpflanzenverträglichkeit verbessernde
Verbindung aus der folgenden Gruppe von Verbindungen:
α-(1,3-Dioxolan-2-yl-methoximino)-phenylacetonitril (Oxabetrinil), α-(Cya nomethoximino)-phenylacetonitril (Cyometrinil), 4-Chlor-N-(1,3-dioxolan-2- yl-methoxy)-α-trifluor-acetophenonoxim (Fluxofenim), 4,6-Dichlor-2-phenyl pyrimidin (Fenclorim), 4-Dichloracetyl-3,4-dihydro-3-methyl-2H-1,4-benz oxazin (Benoxacor), 5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methyl-hexyl ester) (Cloquintocet), 2,2-Dichlor-N-(2-oxo-2-(2-propenylamino)-ethyl)-N- (2-propenyl)-acetamid (DKA-24), 1,8-Naphthalinsäureanhydrid, 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlorazol-ethyl), 2-Chlor-4-trifluormethyl-thiazol-5-carbonsäure-phenyl methylester (Flurazole), 3-Dichloracetyl-5-(2-furanyl)-2,2-dimethyl-oxazoli din (Furilazole, MON-13900), 4-Dichloracetyl-1-oxa-4-aza-spiro[4.5]-decan (AD-67), 2-Dichlormethyl-2-methyl-1,3-dioxolan (MG-191), 2,2-Dichlor-N- (1,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acetamid (PPG-1292), 2,2-Di chlor-N,N-di-2-propenyl-acetamid (Dichlormid), N-(4-Methyl-phenyl)-N'-(1- methyl-1-phenyl-ethyl)-harnstoff (Dymron), 1-Dichloracetyl-hexahydro- 3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-on (BAS-145138), N-(2- Methoxy-benzoyl)-4-(methylaminocarbonylamino)-benzolsulfonamid, Ethyl- 4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl), Diethyl-1- (2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-dicarboxylat (Me fenpyr-diethyl), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), (+-)-2-(4- Chlor-2-methylphenoxy)propansäure (Mecoprop), 3-Dichloracetyl-2,2,5-tri methyl-oxazolidin (R-29148) und 2,4-Dichlorphenoxyessigsäure (2,4-D) und dessen Derivate
("Wirkstoffe der Gruppe 3"),
sowie gegebenenfalls - d) eine oder mehrere Verbindungen aus einer dritten Gruppe von Herbiziden,
welche die nachstehend genannten Wirkstoffe enthält:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Aceto chlor), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-Natrium salz (Acifluorfen-sodium), 2-Chlor-6-nitro-3-phenoxy-benzenamin (Aclonifen), 2-Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), N-Ethyl-N'-i-propyl-6-methylthio-1,3,5-triazin-2,4-diamin (Ametryn), 4-Amino-N-(1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)- 5-oxo-1H-1,2,4-triazol-1-carboxamid (Amicarbazone), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 1H-1,2,4-Triazol-3-amin (Amitrole), 6-Chlor-4-ethylamino- 2-isopropylamino-1,3,5-triazin (Atrazin), 2-[2,4-Dichlor-5-(2-propinyloxy)- phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]-pyridin-3(2H)-on (Azafen idin), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-[1-methyl-4-(2-methyl-2H- tetrazol-5-yl)-1H-pyrazol-5-ylsulfonyl]-harnstoff (Azimsulfuron), N-Benzyl- 2-(4-fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 4-Chlor-2- oxo-3(2H)-benzthiazolessigsäure (Benazolin), N-Butyl-N-ethyl-2,6-dinitro-4- trifluormethyl-benzenamin (Benfluralin), N-(4,6-Dimethoxy-pyrimidin-2-yl)- N'-(2-methoxycarbonyl-phenylmethylsulfonyl)-harnstoff (Bensulfuron), 2-[2- [4-(3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1 (2H)-pyrimidinyl phenoxymethyl]-5-ethyl-phenoxy-propansäure-methylester (Benzfendizone), 3-(2-Chlor-4-methylsulfonyl-benzoyl)-4-phenylthio-bicyclo-[3.2.1]-oct-3-en- 2-on (Benzobicyclon), Ethyl N-benzoyl-N-(3,4-dichlor-phenyl)-DL-alaninat (Benzoylprop-ethyl), 3-i-Propyl-1H-2,1,3-benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro-benzoat (Bifenox), 2,6- Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyri bac-sodium), 2-Brom-3,3-dimethyl-N-(1-methyl-1-phenyl-ethyl)-butanamid (Bromobutide), 3,5-Dibrom-4-hydroxy-benzaldehyd-O-(2,4-dinitro-phenyl)- oxim (Bromofenoxim), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), N- Butoxymethyl-2-chlor-N-(2,6-diethyl-phenyl)-acetamid (Butachlor), 2-Chlor- 5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1(2H)-pyrimidinyl)-ben zoesäure-[1,1-dimethyl-2-oxo-2-(2-propenyloxy)]-ethylester (Butafenacil allyl), 2-(1-Ethoximino-propyl)-3-hydroxy-5-[2,4,6-trimethyl-3-(1-oxo butyl)-phenyl]-2-cyclohexen-1-on (Butroxydim), S-Ethyl-bis-(2-methyl propyl)-thiocarbamat (Butylate), N,N-Diethyl-3-(2,4,6-trimethyl-phenyl sulfonyl)-1H-1,2,4-triazol-1-carboxamid (Cafenstrole), 2-[1-[(3-Chlor-2- propenyl)-oxy-imino]-propyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)-2- cyclohexen-1-on (Caloxydim, Tepraloxydim), 2-(4-Chlor-2-fluor-5-(2-chlor- 2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Carfentrazone-ethyl), 2,4-Dichlor-1-(3-methoxy-4-nitro phenoxy)-benzol (Chlomethoxyfen), 3-Amino-2,5-dichlor-benzoesäure (Chloramben), N-(4-Chlor-6-methoxy-pyrimidin-2-yl)-N'-(2-ethoxycarbonyl phenylsulfonyl)-harnstoff (Chlorimuron-ethyl), 1,3,5-Trichlor-2-(4-nitro phenoxy)-benzol (Chlornitrofen), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)- N'-(2-chlor-phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl phenyl)-N,N-dimethyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure- ethylester (Cinidon-ethyl), N-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-N'-(2-(2- methoxy-ethoxy)-phenylsulfonyl)-harnstoff (Cinosulfuron), 2-[1-[2-(4-Chlor phenoxy)-propoxyaminobutyl]-5-(tetrahydro-2H-thiopyran-3-yl)-1,3-cyclo hexandion (Clefoxydim), (E,E)-(+)-2-[1-[[(3-Chlor-2-propenyl)-oxy]-imino]- propyl]-3-hydroxy-2-cyclohexen-1-on (Clethodim), (R)-(2-Propinyl)-2-[4-(5- chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), Methyl-3-chloro-2-[(5-eth oxy-7-fluor[1,2,4]triazolo[1,5-c]pyrimidin-2-yl-sulfonyl)-amino]-benzoat (Cloransulam-methyl), 2-Chlor-4-ethylamino-6-(1-cyano-1-methyl-ethyl amino)-1,3,5-triazin (Cyanazine), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2- cyclopropylcarbonyl-phenylsulfonyl)-harnstoff (Cyclosulfamuron), 2-(1- Ethoximinobutyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen- 1-on (Cycloxydim), (R)-2-[4-(4-Cyano-2-fluor-phenoxy)-phenoxy]-propan säure-butylester (Cyhalofop-butyl), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phen oxy)-propansäure (Dichlorprop-P), Methyl-2-[4-(2,4-dichlor-phenoxy)-phen oxy]-propanoat (Diclofop-methyl), N-(2,6-Dichlor-phenyl)-5 -ethoxy-7-fluor- [1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Diclosulam), 1,2-Dimethyl- 3,5-diphenyl-1H-pyrazolium-methylsulfat (Difenzoquat), N-(2,4-Difluor phenyl)-2-(3-trifluormethyl-phenoxy)-pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor-phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridin-3- carbonsäure (Diflufenzopyr), S-(1-Methyl-1-phenyl-ethyl)-1-piperidin-carbo thioat (Dimepiperate), (S-) 2-Chlor-N-(2,4-dimethyl-3-thienyl)-N-(2- methoxy-1-methyl-ethyl)-acetamid (S-) (Dimethenamid), 2-Amino-4-(1- fluor-1-methyl-ethyl)-6-(1-methyl-2-(3,5-dimethyl-phenoxy)-ethylamino)- 1,3,5-triazin (Dimexyflam), N3,N3-Diethyl-2,4-dinitro-6-trifluormethyl-1,3- diamino-benzol (Dinitramine), 6,7-Dihydro-dipyrido[1,2-a:2',1'-c]pyrazin dijum (Diquat), S,S-Dimethyl-2-difluormethyl-4-i-butyl-6-trifluormethyl pyridin-3,5-dicarbothioat (Dithiopyr), N'-(3,4-Dichlor-phenyl)-N,N-di methyl-harnstoff (Diuron), 2-[2-(3-Chlor-phenyl)-oxiranylmethyl]-2-ethyl- 1H-inden-1,3(2H)-dion (Epropodan), S-Ethyl-dipropylthiocarbamat (EPTC), S-(Phenylmethyl)-N-ethyl-N-(1,2-dimethyl-propyl)-thiocarbamat (Espro carb), N-Ethyl-N-(2-methyl-2-propenyl)-2,6-dinitro-4-trifluormethyl-benzen amin (Ethalfluralin), (S)-(2-Ethoxy-1-methyl-2-oxoethyl)-2-chlor-5-(2-chlor- 4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fenoxa prop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5- oxo-1H-tetrazol-1-carboxamid (Fentrazamide), Isopropyl-N-benzoyl-N-(3- chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Isopropyl-N- benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninat (Flamprop methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]- pyrimidin-2-sulfonamid (Florasulam), (R)-2-[4-(5 -Trifluormethyl-pyridin-2- yl-oxy)-phenoxy]-propansäure-butylester (Fluazifop, -butyl, -P-butyl), 5-(4- Brom-1-methyl-5-trifluormethyl-1H-pyrazol-3-yl)-2-chlor-4-fluor-benzoe säure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N- [(2-trifluormethoxy-phenyl)-sulfonyl]-1-H-1,2,4-triazol-1-carboxamid- Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i-propyl-2-(5- trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Di fluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Flu metsulam), Pentyl-[2-chlor-4-fluor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenoxy]-acetat (Flumiclorac-pentyl), 2-[7-Fluor-3,4-dihydro- 3-oxo-4-(2-propinyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-iso indol-1,3-dion (Flumioxazin), 2-[4-Chlor-2-fluor-5-[(1-methyl-2-propinyl)- oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindol-1,3(2H)-dion (Flumipropyn), 3- Chlor-4-chlormethyl-1-(3-trifluormethyl-phenyl)-2-pyrrolidinon (Fluoro chloridone), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure- ethoxycarbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor-3-(2,2,3,3,3- pentafluor-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3-carboxamid (Flupoxam), 1-Isopropyl-2-chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-tri fluormethyl-1(2H)-pyrimidyl)-benzoat (Flupropacil), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sul fonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy- 9H-fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor-pyridin- 2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl-4-(3-trifluor methyl-phenyl)-3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4-fluor-5- (tetrahydro-3-oxo-1H,3H-[1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1-yliden)- amino-phenyl]-thio-acetat (Fluthiacet-methyl), 5-(2-Chlor-4-trifluormethyl phenoxy)-N-methylsulfonyl-2-nitro-benzamid (Fomesafen), 2-[[[[(4,6-Di methoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4-formylamino- N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hydroxymethylphos phinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phos phonomethyl-glycin (-isopropylammmoniumsalz), (Glyphosate, -isopropyl ammonium), (R)-2-[4-(3-Chlor-5-trifluormethyl-pyridin-2-yl-oxy)-phenoxy]- propansäure (-methylester, -2-ethoxy-ethylester, -butylester) (Haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-Cyclohexyl-6-dimethylamino-1- methyl-1,3,5-triazin-2,4(1H,3H)-dion (Hexazinone), Methyl-2-(4,5-dihydro- 4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4-methyl-benzoat (Imaza methabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imid azol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imazamethapyr), 2-(4,5-Dihydro- 4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridin-3- carbonsäure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H- imidazol-2-yl)-chinolin-3-carbonsäure (Imazaquin), 2-(4,5-Dihydro-4-methyl- 4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-ethyl-pyridin-3-carbonsäure (Imazetha pyr), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-chlor-imidazo[1,2-a]-pyridin- 3-yl-sulfonyl)-harnstoff (Imazosulfuron), N-(4-Methoxy-6-methyl-1,3,5- triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harnstoff- Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N- (3-(1-Ethyl-1-methyl-propyl)-isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxa ben), (4-Chlor-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)- methanon (Isoxachlortole), (5-Cyclopropyl-isoxazol-4-yl)-(2-methylsulfonyl- 4-trifluormethyl-phenyl)-methanon (Isoxaflutole), 2-[2-[4-[3,5-Dichlor-2- pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]-isoxazolidin (Isoxapyrifop), (2-Eth oxy-1-methyl-2-oxo-ethyl)-5-(2-chlor-4-trifluormethyl-phenoxy)-2-nitro benzoat (Lactofen), N'-(3,4-dichlor-phenyl)-N-methoxy-N-methyl-harnstoff (Linuron), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2- methyl-phenoxy)-propionsäure (Mecoprop), 2-(2-Benzthiazolyloxy)-N- methyl-N-phenyl-acetamid (Mefenacet), 2-(4-Methylsulfonyl-2-nitro benzoyl)-1,3-cyclohexandion (Mesotrione), 4-Amino-3-methyl-6-phenyl- 1,2,4-triazin-5(4H)-on (Metamitron), 2-Chlor-N-(2,6-dimethyl-phenyl)-N- (1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), N'-(4-(3,4-Dihydro-2- methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy)-phenyl)-N-methoxy-N- methyl-harnstoff (Metobenzuron), N'-(4-Brom-phenyl)-N-methoxy-N- methylharnstoff (Metobromuron), (S)-2-Chlor-N-(2-ethyl-6-methyl-phenyl)- N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metolachlor, S-Metolachlor), N- (2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo [1,5-a]- pyrimidin-2-sulfonamid (Metosulam), N'-(3-Chlor-4-methoxy-phenyl)-N,N- dimethyl-harnstoff (Metoxuron), 4-Amino-6-tert-butyl-3-methylthio-1,2,4- triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)- N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), S- Ethyl-hexahydro-1H-azepin-1-carbothioat (Molinate), 2-(2-Naphthyloxy)-N- phenyl-propanamid (Naproanilide), N-Butyl-N'-(3,4-dichlor-phenyl)-N- methyl-harnstoff (Neburon), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-di methylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nicosulfuron), S-(2- Chlor-benzyl)-N,N-diethyl-thiocarbamat (Orbencarb), 4-Dipropylamino-3,5- dinitro-benzensulfonamid (Oryzalin), 3-[2,4-Dichlor-5-(2-propinyloxy)- phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiargyl), 3-[2,4-Dichlor-5- (1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiazon), N-(4,6-Dimethyl-pyrimidin-2-yl)-N'-(2-oxetan-3-yl-oxycarbonyl-phenylsul fonyl)-harnstoff (Oxasulfuron), 3-[1-(3,5-Dichlor-phenyl)-1-i-propyl]-2,3-di hydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-on (Oxaziclomefone), 2-Chlor-1- (3-ethoxy-4-nitro-phenoxy)-4-trifluormethyl-benzen (Oxyfluorfen), 1,1'-Di methyl-4,4'-bipyridinium (Paraquat), 1-Amino-N-(1-ethyl-propyl)-3,4-di methyl-2,6-dinitro-benzol (Pendimethalin), 4-(t-Butyl)-N-(1-ethyl-propyl)- 2,6-dinitro-benzenamin (Pendralin), 4-Amino-3,5,6-trichlor-pyridin-2-carbon säure (Picloram), 2-Chlor-N-(2,6-diethyl-phenyl)-N-(2-propoxy-ethyl)-acet amid (Pretilachlor), N-(4,6-Bis-difluormethoxy-pyrimidin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Primisulfuron-methyl), 1-Chlor- N-[2-chlor-4-fluor-5-[(6S,7aR)-6-fluor-tetrahydro-1,3-dioxo-1H-pyrrolo[1,2- c]imidazol-2(3H)-yl]-phenyl]-methansulfonamid (Profluazol), 2-Chlor-N-iso propyl-N-phenyl-acetamid (Propachlor), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), (R)-[2-[[(1-Methyl-ethyliden)-amino]-oxy]-ethyl]-2-[4-(6-chlor-2- chinoxalinyloxy)-phenoxy]-propanoat (Propaquizafop), 2-Chlor-N-(2-ethyl-6- methyl-phenyl)-N-[(1-methyl-ethoxy)-methyl]-acetamid (Propisochlor), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]- amino]-sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone sodium), S-Phenylmethyl-N,N-dipropyl-thiocarbamat (Prosulfocarb), N-(4- Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-(3,3,3-trifluor-propyl)-phenyl sulfonyl)-harnstoff (Prosulfuron), Ethyl-[2-Chlor-5-(4-chlor-5-difluor methoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy)-acetat (Pyraflufen ethyl), 1-(3-Chlor-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2-yl)-5-(methyl- 2-propinylamino)-1H-pyrazol-4-carbonitril (Pyrazogyl), 4-(2,4-Dichlor benzoyl)-1,3-dimethyl-5-(4-methyl-phenylsulfonyloxy)-pyrazol (Pyrazolate), 4-(2,4-Dichlor-benzoyl)-1,3-dimethyl-5-(phenylcarbonylmethoxy)-pyrazol (Pyrazoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(4-ethoxycarbonyl-1- methyl-pyrazol-5-yl-sulfonyl)-harnstoff (Pyrazosulfuron-ethyl), Diphenyl methanon-O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl]-oxim (Pyribenzoxim), 6-Chlor-3-phenyl-4-pyridazinol (Pyridafol), O-(6-Chlor-3- phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 6-Chlor-3-phenyl pyridazin-4-ol (Pyridatol), 7-[(4,6-Dimethoxy-2-pyrimidinyl)-thio]-3-methyl- 1(3H)-isobenzofuranon (Pyriftalid), 2-(4,6-Dimethoxy-pyrimidin-2-yl-oxy)- benzoesäure-methylester (Pyriminobac-methyl), 2-Chlor-6-(4,6-dimethoxy pyrimidin-2-ylthio)-benzoesäure-Natriumsalz (Pyrithiobac-sodium), 3,7-Di chlor-chinolin-8-carbonsäure (Quinchlorac), 7-Chlor-3-methyl-chinolin-8- carbonsäure (Quinmerac), 2-[4-(6-Chlor-2-chinoxalinyloxy)-phenoxy]- propansäure (-ethylester, -tetrahydro-2-furanyl-methylester) (Quizalofop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-ethyl sulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsulfuron), 2-(1-Ethoximino butyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxydim), 6- Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4-methyl sulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), 2-(2,4-Dichlor-5- methylsulfonylamino-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Sulfentrazone), N-Phosphonomethyl-glycin-trimethyl sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethyl sulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert-Butyl amino-4-ethylamino-6-methylthio-1,3,5-triazin (Terbutryn), 2-Chlor-N-(2,6- dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)-acetamid (Thenylchlor), 2-Difluormethyl-5-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluor methyl-pyridin-3-carbonsäure-methylester (Thiazopyr), 6-(6,7-Dihydro-6,6- dimethyl-3H, 5H-pyrrolo[2,1-c]-1,2,4-thiadiazol-3-ylidenamino)-7-fluor-4-(2- propinyl)-2H-1,4-benzoxazin-3(4H)-on (Thidiazimin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harn stoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-tri methyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2- propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl- 1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]-harnstoff (Triasulf uron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxy carbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), (3,5,6-Trichlor)- pyridin-2-yl-oxy-essigsäure (Triclopyr), 2-(3,5-Dichlor-phenyl)-2-(2,2,2-tri chlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]- carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Tri floxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin), N-[4-Dimethylamino-6-(2,2,2-trifluor-ethoxy)-1,3,5-triazin-2- yl]-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Triflusulfuron methyl), N-(4-Methoxy-6-trifluormethoxy-1,3,5-triazin-2-yl)-N'-(2-trifluor methyl-phenylsulfonyl)-harnstoff (Tritosulfuron), N-[[(4,6-Dimethoxy-2- pyrimidinyl)-amino]-carbonyl]-3-(N-methyl-N-methylsulfonyl-amino])-2- pyridinsulfonamid, (vgl. WO-A-92/10660), 2-[[[[(4,6-Dimethoxy-2-pyri midinyl)-amino]-carbonyl]-amino]-sulfonyl]-4-[[(methylsulfonyl)-amino]- methyl]-benzoesäure-methylester (vgl. DE-A-43 35 297), 4-[4,5-Dihydro-4- methyl-5-oxo-(3-trifluormethyl)-1H-1,2,4-triazol-1-yl]-2-[(ethylsulfonyl)- amino]-5-fluor-benzencarbothioamid (vgl. WO-A-95/30661)
("Wirkstoffe der Gruppe 4"),
wobei die Verbindung unter (b) nicht für Flufenacet steht, wenn die unter (a) 2-(3,4-Difluorphenoxy)-4-methyl-6-(1-methyl-3-trifluormethylpyrazol-5-yl)- pyridin ist.
- a) at least one 2,6-disubstituted pyridine derivative of the general formula (I)
in which
R 1 for an optionally mono- or polysubstituted by halogen and / or C 1 -C 3 -haloalkyl and / or C 1 -C 3 -haloalkyl substituted 5 to 6-membered heterocycle containing 1 to 3 nitrogen atoms or for an optionally single or phenyl radical substituted several times by halogen and / or C 1 -C 3 haloalkyl,
R 2 represents a phenoxy radical which is optionally substituted by halogen and / or C 1 -C 3 halogen,
R 3 represents a hydrogen atom or methyl, and
W represents oxygen or the group -CO-NH-,
("Active substances of group 1")
and - b) one or more compounds from a second group of herbicides which contains the active compounds mentioned below:
(5-Trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) acetic acid-N-isopropyl-N- (4-fluorophenyl) -amide (flufenacet), 2- (2-methoxycarbonyl-phenylsulfonylamino carbonyl) - 4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone-sodium), 2- (2-trifluoro methoxy-phenylsulfonylaminocarbonyl) -4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone sodium), N- (3,4-dichlorophenyl) propanamide (propanil ), N-2-benzothiazolyl-N, N'-dimethylurea (methabenzthiazuron), 4-amino-6- (1,1-dimethylethyl) -3- (methylthio) -1,2,4-triazine-5 (4H ) -one (metribuzin), 4- (2-chlorophenyl) - N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide fentraz amide), 4-amino-3- methyl-6-phenyl-1,2,4-triazin-5 (4H) -one (metamitron), 2- (2-benzothiazolyloxy) -N-methyl-N-phenylacetamide (mefenacet), 4-amino-6- ( 1,1-dimethylethyl) -3- (ethylthio) -1,2,4-triazin-5 (4H) -one (ethiozine) or 1-methylethyl 5- [4-bromo-1-methyl-5- (trifluoromethyl) -1 H-pyrazol-3-yl] -2- chloro-4-fluorobenzoate (fluazolate)
("Active substances of group 2"),
and if necessary - c) additionally at least one compound which improves crop plant tolerance from the following group of compounds:
α- (1,3-dioxolan-2-yl-methoximino) -phenylacetonitrile (oxabetrinil), α- (cya nomethoximino) -phenylacetonitrile (cyometrinil), 4-chloro-N- (1,3-dioxolan-2-yl- methoxy) -α-trifluoro-acetophenone oxime (fluxofenim), 4,6-dichloro-2-phenyl pyrimidine (fenclorim), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacor ), 5-chloro-quinoxaline-8-oxyacetic acid (1-methyl-hexyl ester) (Cloquintocet), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) - N- (2-propenyl) acetamide (DKA-24), 1,8-naphthalic anhydride, 1- (2,4-di chlorophenyl) -5-trichloromethyl-1H-1,2,4-triazole-3- ethyl carboxylate (fenchlorazole-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid phenyl methyl ester (flurazole), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-oxazolini din ( Furilazole, MON-13900), 4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N- (1,3-dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 2,2-dichloro-N, N-di- 2-propenyl-acetamide (Dichlo rmid), N- (4-methyl-phenyl) -N '- (1-methyl-1-phenyl-ethyl) -urea (Dymron), 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo [1,2 -a] -pyrimidine-6 (2H) -one (BAS-145138), N- (2-methoxy-benzoyl) -4- (methylaminocarbonylamino) -benzenesulfonamide, ethyl-4,5-dihydro-5,5-diphenyl- 3-isoxazole carboxylate (isoxadifen-ethyl), diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (Me fenpyr-diethyl), (4- Chloro-2-methylphenoxy) acetic acid (MCPA), (+ -) - 2- (4-chloro-2-methylphenoxy) propanoic acid (mecoprop), 3-dichloroacetyl-2,2,5-tri methyl oxazolidine ( R-29148) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives
("Active substances of group 3"),
and if necessary - d) one or more compounds from a third group of herbicides which contains the active compounds mentioned below:
2-chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (aceto chlorine), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoic acid- Sodium salt (Acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzenamine (Aclonifen), 2-chloro-N- (methoxymethyl) -N- (2,6-diethyl-phenyl) -acetamide (alachlor ), N-ethyl-N'-i-propyl-6-methylthio-1,3,5-triazine-2,4-diamine (ametryn), 4-amino-N- (1,1-dimethyl-ethyl) - 4,5-dihydro-3- (1-methyl-ethyl) - 5-oxo-1H-1,2,4-triazole-1-carboxamide (amicarbazone), N- (4,6-dimethoxy pyrimidin-2-yl ) -N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron), 1H-1,2,4-triazol-3-amine (amitrole), 6-chloro-4-ethylamino-2-isopropylamino -1,3,5-triazine (atrazine), 2- [2,4-dichloro-5- (2-propynyloxy) phenyl] -5,6,7,8-tetrahydro-1,2,4-triazolo- [4,3-a] pyridin-3 (2H) -one (azafen idin), N- (4,6-dimethoxypyrimidin-2-yl) -N '- [1-methyl-4- (2- methyl-2H-tetrazol-5-yl) -1H-pyrazol-5-ylsulfonyl] urea (azimsulfuron), N-benzyl- 2- (4-fluoro-3-trifluoromethyl-phenoxy) -butanamide (beflubutamide), 4- Chlorine- 2-oxo-3 (2H) -benzthiazole acetic acid (benazoline), N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethyl-benzenamine (benfluralin), N- (4,6-dimethoxy-pyrimidine-2- yl) - N '- (2-methoxycarbonylphenylmethylsulfonyl) urea (bensulfuron), 2- [2- [4- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 ( 2H) -pyrimidinyl phenoxymethyl] -5-ethyl-phenoxy-propanoic acid methyl ester (benzfendizone), 3- (2-chloro-4-methylsulfonyl-benzoyl) -4-phenylthio-bicyclo- [3.2.1] -oct-3- en-2-one (benzobicyclone), ethyl N-benzoyl-N- (3,4-dichlorophenyl) -DL-alaninate (benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothiadiazine -4 (3H) -one (bentazone), methyl 5- (2,4-dichlorophenoxy) -2-nitro-benzoate (bifenox), 2,6-bis (4,6-dimethoxypyrimidine-2 -yl-oxy) -benzoic acid sodium salt (Bispyri bac-sodium), 2-bromo-3,3-dimethyl-N- (1-methyl-1-phenyl-ethyl) -butanamide (bromobutide), 3,5-dibromo -4-hydroxy-benzaldehyde-O- (2,4-dinitro-phenyl) oxime (bromofenoxime), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), N-butoxymethyl-2-chloro-N- ( 2,6-diethylphenyl) aceta mid (butachlor), 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidinyl) -benzoic acid- [1,1-dimethyl- 2-oxo-2- (2-propenyloxy)] ethyl ester (butafenacil allyl), 2- (1-ethoximino-propyl) -3-hydroxy-5- [2,4,6-trimethyl-3- (1-oxo butyl) phenyl] -2-cyclohexen-1-one (butroxydim), S-ethyl-bis- (2-methyl propyl) -thiocarbamate (butylate), N, N-diethyl-3- (2,4,6- trimethyl-phenyl sulfonyl) -1H-1,2,4-triazole-1-carboxamide (cafenstrole), 2- [1 - [(3-chloro-2-propenyl) -oxy-imino] propyl] -3-hydroxy -5- (tetrahydro-2H-pyran-4-yl) -2- cyclohexen-1-one (caloxydim, tepraloxydim), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl- ethyl) phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (Carfentrazone-ethyl), 2,4-dichloro-1- (3- methoxy-4-nitro phenoxy) benzene (chloromethoxyfen), 3-amino-2,5-dichlorobenzoic acid (chlorambene), N- (4-chloro-6-methoxy-pyrimidin-2-yl) -N '- ( 2-ethoxycarbonyl phenylsulfonyl) urea (chlorimuron-ethyl), 1,3,5-trichloro-2- (4-nitro phenoxy) benzene (chloronitrofen), N- (4-M ethoxy-6-methyl-1,3,5-triazin-2-yl) - N '- (2-chlorophenylsulfonyl) urea (chlorosulfuron), N' - (3-chloro-4-methylphenyl) -N , N-dimethyl-urea (chlorotoluron), 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindole-2- yl) -phenyl] -2-propanoic acid, ethyl ester (cinidon-ethyl), N- (4,6-dimethoxy-1,3,5-triazin-2-yl) -N '- (2- (2-methoxy- ethoxy) phenylsulfonyl) urea (cinosulfuron), 2- [1- [2- (4-chlorophenoxy) propoxyaminobutyl] -5- (tetrahydro-2H-thiopyran-3-yl) -1,3-cyclohexanedione ( Clefoxydim), (E, E) - (+) - 2- [1 - [[(3-chloro-2-propenyl) -oxy] -imino] - propyl] -3-hydroxy-2-cyclohexen-1-one (Clethodim), (R) - (2-propynyl) -2- [4- (5-chloro-3-fluoro-pyridin-2-yl-oxy) phenoxy propanoate (clodinafop propargyl), 3,6- Dichloropyridine-2-carboxylic acid (clopyralide), methyl-3-chloro-2 - [(5-eth oxy-7-fluoro [1,2,4] triazolo [1,5-c] pyrimidin-2-yl- sulfonyl) amino] benzoate (chlorosulam-methyl), 2-chloro-4-ethylamino-6- (1-cyano-1-methyl-ethyl amino) -1,3,5-triazine (cyanazines), N- ( 4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-cyclopr opylcarbonyl-phenylsulfonyl) urea (cyclosulfamuron), 2- (1-ethoximinobutyl) -3-hydroxy-5- (tetrahydro-2H-thiopyran-3-yl) -2-cyclohexen- 1-one (cycloxydim), (R) -2- [4- (4-Cyano-2-fluorophenoxy) phenoxy] propanic acid butyl ester (cyhalofop butyl), 2,4-dichlorophenoxyacetic acid (2,4-D), 3,6- Dichloro-2-methoxybenzoic acid (Dicamba), (R) -2- (2,4-dichlorophenoxy) propanoic acid (dichloroprop-P), methyl 2- [4- (2,4-dichlorophenoxy ) -phen oxy] -propanoate (diclofop-methyl), N- (2,6-dichlorophenyl) -5 -ethoxy-7-fluoro- [1,2,4] -triazolo- [1,5-c] -pyrimidine-2-sulfonamide (diclosulam), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulfate (difenzoquat), N- (2,4-difluorophenyl) -2- (3-trifluoromethyl-phenoxy ) -pyridine-3-carboxamide (diflufenican), 2- [1 - [(3,5-difluorophenyl) aminocarbonyl hydrazono] ethyl] pyridine-3-carboxylic acid (diflufenzopyr), S- (1 -Methyl-1-phenyl-ethyl) -1-piperidine-carbothioate (dimepiperate), (S-) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1 -methyl-ethyl) -acetamide (S-) (dimethenamid), 2-ami no-4- (1-fluoro-1-methyl-ethyl) -6- (1-methyl-2- (3,5-dimethyl-phenoxy) -ethylamino) - 1,3,5-triazine (dimexyflam), N3 , N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (dinitramine), 6,7-dihydro-dipyrido [1,2-a: 2 ', 1'-c] pyrazine dijum (Diquat), S, S-dimethyl-2-difluoromethyl-4-i-butyl-6-trifluoromethyl pyridine-3,5-dicarbothioate (dithiopyr), N '- (3,4-dichlorophenyl) -N, N -di methyl-urea (diuron), 2- [2- (3-chlorophenyl) oxiranylmethyl] -2-ethyl-1H-indene-1,3 (2H) -dione (epropodane), S-ethyl-dipropylthiocarbamate (EPTC), S- (phenylmethyl) -N-ethyl-N- (1,2-dimethyl-propyl) thiocarbamate (Espro carb), N-ethyl-N- (2-methyl-2-propenyl) -2, 6-dinitro-4-trifluoromethyl-benzene amine (ethalfluralin), (S) - (2-ethoxy-1-methyl-2-oxoethyl) -2-chloro-5- (2-chloro-4-trifluoromethyl-phenoxy) - benzoate (ethoxyfen), N- (4,6-dimethoxy pyrimidin-2-yl) -N '- (2-ethoxyphenoxysulfonyl) urea (ethoxysulfuron), (R) -ethyl-2- [4- (6- chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (Fenoxa prop- (P) -ethyl), 4- (2-chlorophenyl) -N-cyclohexyl-N- ethyl 4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide (fentrazamide), isopropyl-N-benzoyl-N- (3-chloro-4-fluro-phenyl) -DL-alaninate (flamprop-isopropyl ), Isopropyl-N-benzoyl-N- (3-chloro-4-fluro-phenyl) -L-alaninate (Flamprop-isopropyl-L), methyl-N-benzoyl-N- (3-chloro-4-fluoro- phenoxy) -DL-alaninate (Flamprop methyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] pyrimidine -2-sulfonamide (florasulam), (R) -2- [4- (5-trifluoromethyl-pyridin-2-yl-oxy) phenoxy] propanoic acid butyl ester (fluazifop, butyl, p-butyl), 5 - (4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl) -2-chloro-4-fluoro-benzoic acid i-propyl ester (fluazolates), 4,5-dihydro-3-methoxy -4-methyl-5-oxo-N- [(2-trifluoromethoxyphenyl) sulfonyl] -1-H-1,2,4-triazole-1-carboxamide sodium salt (Flucarbazone-sodium), N- (4th -Fluorophenyl) -Ni-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet), N- (2,6-di fluorophenyl) - 5-methyl-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (flu metsulam), pentyl- [2-chloro-4-fluoro-5- ( 1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) phenoxy] acetate (flumiclorac-pentyl), 2- [7-fluoro-3,4- dihydro-3-oxo-4- (2-propynyl) -2H-1,4-benzoxazin-6-yl] -4,5,6,7-tetrahydro-1H-isoindole-1,3-dione (flumioxazin) , 2- [4-Chloro-2-fluoro-5 - [(1-methyl-2-propynyl) oxy] phenyl] -4,5,6,7-tetrahydro-1H-isoindole-1,3 (2H ) -dione (flumipropyn), 3-chloro-4-chloromethyl-1- (3-trifluoromethyl-phenyl) -2-pyrrolidinone (fluorochloridone), 5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro -benzoic acid- ethoxycarbonylmethyl ester (fluoroglycofen-ethyl), 1- (4-chloro-3- (2,2,3,3,3-pentafluoropropoxymethyl) phenyl) -5-phenyl-1H-1,2,4- triazole-3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-tri fluoromethyl-1 (2H) pyrimidyl) benzoate (Flupropacil), N- (4,6-Dimethoxy pyrimidin-2-yl) -N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sul fonyl) urea sodium salt (Flupyrsulfuron-methyl-sodium ), 9-hydroxy-9H-fluoren-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) -essi gic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4- (3-trifluoromethyl-phenyl) -3 (2H) -furanone (Flurtamone), methyl - [(2-chloro-4-fluoro-5- (tetrahydro-3-oxo-1H, 3H- [1,3,4] thiadiazolo- [3,4-a ] -pyridazin-1-ylidene) - aminophenyl] thioacetate (Fluthiacet-methyl), 5- (2-chloro-4-trifluoromethylphenoxy) -N-methylsulfonyl-2-nitro-benzamide (Fomesafen), 2 - [[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4-formylamino- N, N-dimethyl-benzamide (foramsulfuron), 2-amino-4 - (hydroxymethylphosphine) butanoic acid (ammonium salt) (glufosinate (ammonium)), N-phosphonomethylglycine (isopropylammonium salt), (glyphosate, isopropylammonium), (R) -2- [4- (3- Chloro-5-trifluoromethyl-pyridin-2-yl-oxy) -phenoxy] propanoic acid (-methyl ester, -2-ethoxy-ethyl ester, -butyl ester) (haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl) , 3-Cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4 (1H, 3H) -dione (Hexazinone), methyl-2- (4,5-dihy dro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -4-methyl-benzoate (Imaza methabenz-methyl), 2- (4,5-dihydro-4-methyl-4- isopropyl-5-oxo-1H-imide azol-2-yl) -5-methyl-pyridine-3-carboxylic acid (imazamethapyr), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo 1H-imidazol-2-yl) -5-methoxymethyl-pyridin-3-carboxylic acid (imazamox), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl ) -quinoline-3-carboxylic acid (imazaquine), 2- (4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl) -5-ethyl-pyridin-3 -carboxylic acid (imazetha pyr), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-chloro-imidazo [1,2-a] pyridin-3-yl-sulfonyl) urea (Imazosulfuron), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) urea sodium salt (iodosulfuron-methyl -sodium), 4-hydroxy-3,5-diiodobenzonitrile (ioxynil), N, N-dimethyl-N '- (4-isopropyl-phenyl) -urea (isoproturon), N- (3- (1-ethyl -1-methyl-propyl) -isoxazol-5-yl) -2,6-dimethoxy-benzamide (Isoxa ben), (4-chloro-2-methylsulfonyl-phenyl) - (5-cyc lopropyl-isoxazol-4-yl) - methanone (isoxachlortole), (5-cyclopropyl-isoxazol-4-yl) - (2-methylsulfonyl-4-trifluoromethyl-phenyl) -methanone (isoxaflutole), 2- [2- [4 - [3,5-dichloro-2-pyridinyl) -oxy] -phenoxy] -1-oxo-propyl] -isoxazolidine (isoxapyrifop), (2-eth oxy-1-methyl-2-oxo-ethyl) -5- (2-chloro-4-trifluoromethyl-phenoxy) -2-nitro benzoate (lactofen), N '- (3,4-dichlorophenyl) -N-methoxy-N-methyl-urea (linuron), (4-chloro -2-methyl-phenoxy) acetic acid (MCPA), 2- (4-chloro-2-methyl-phenoxy) propionic acid (mecoprop), 2- (2-benzothiazolyloxy) -N-methyl-N-phenyl-acetamide ( Mefenacet), 2- (4-methylsulfonyl-2-nitro benzoyl) -1,3-cyclohexanedione (mesotrione), 4-amino-3-methyl-6-phenyl-1,2,4-triazine-5 (4H) - on (metamitron), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (1H-pyrazol-1-yl-methyl) -acetamide (metazachlor), N '- (4- (3.4 -Dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy) -phenyl) -N-methoxy-N-methyl-urea (metobenzuron), N '- (4- Bromophenyl) -N-methoxy-N-methylurea (metobromuron), (S) -2-chloro-N- (2-eth yl-6-methyl-phenyl) - N- (2-methoxy-1-methyl-ethyl) -acet-amide (metolachlor, S-metolachlor), N- (2,6-dichloro-3-methyl-phenyl) - 5,7-dimethoxy-1,2,4-triazolo [1,5-a] pyrimidine-2-sulfonamide (metosulam), N '- (3-chloro-4-methoxyphenyl) -N, N-dimethyl urea (metoxuron), 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1 , 3,5-triazin-2-yl) - N '- (2-methoxycarbonyl-phenylsulfonyl) urea (metsulfuron-methyl), S-ethyl-hexahydro-1H-azepine-1-carbothioate (Molinate), 2- ( 2-naphthyloxy) -N-phenyl-propanamide (naproanilide), N-butyl-N '- (3,4-dichlorophenyl) -N-methyl-urea (neburon), N- (4,6-dimethoxypyrimidine -2-yl) -N '- (3-di methylcarbamoyl-pyridin-2-yl-sulfonyl) urea (nicosulfuron), S- (2-chloro-benzyl) -N, N-diethyl-thiocarbamate (orbencarb), 4-Dipropylamino-3,5-dinitro-benzenesulfonamide (oryzalin), 3- [2,4-dichloro-5- (2-propynyloxy) phenyl] -5- (t-butyl) -1,3,4-oxadiazole -2 (3H) -one (oxadiargyl), 3- [2,4-dichloro-5- (1-methylethoxy) phenyl] -5- (t-butyl) -1,3,4- oxadiazol-2 (3H) -one (oxadiazon), N- (4,6-dimethyl-pyrimidin-2-yl) -N '- (2-oxetan-3-yl-oxycarbonyl-phenylsulfonyl) urea (oxasulfuron) , 3- [1- (3,5-dichlorophenyl) -1-i-propyl] -2,3-di hydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one ( Oxaziclomefone), 2-chloro-1- (3-ethoxy-4-nitro-phenoxy) -4-trifluoromethyl-benzene (oxyfluorfen), 1,1'-dimethyl-4,4'-bipyridinium (paraquat), 1- Amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), 4- (t-butyl) -N- (1-ethyl-propyl) - 2, 6-dinitro-benzenamine (pendralin), 4-amino-3,5,6-trichloropyridine-2-carboxylic acid (picloram), 2-chloro-N- (2,6-diethyl-phenyl) -N- ( 2-propoxy-ethyl) -acetamide (pretilachlor), N- (4,6-bis-difluoromethoxy-pyrimidin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) -urea (Primisulfuron-methyl), 1 -Chlor- N- [2-chloro-4-fluoro-5 - [(6S, 7aR) -6-fluoro-tetrahydro-1,3-dioxo-1H-pyrrolo [1,2-c] imidazole-2 (3H ) -yl] -phenyl] -methanesulfonamide (profluazole), 2-chloro-N-isopropyl-N-phenyl-acetamide (propachlor), N- (3,4-dichlorophenyl) propanamide (propani l), (R) - [2 - [[(1-methylethylidene) amino] oxy] ethyl] -2- [4- (6-chloro-2-quinoxalinyloxy) phenoxy] propanoate (propaquizafop ), 2-Chloro-N- (2-ethyl-6-methyl-phenyl) -N - [(1-methyl-ethoxy) -methyl] -acetamide (propisochlor), 2- [[[(4,5-dihydro -4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl) carbonyl] amino] sulfonyl] benzoic acid methyl ester sodium salt (propoxycarbazone sodium), S-phenylmethyl -N, N-dipropyl-thiocarbamate (prosulfocarb), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2- (3,3,3-trifluoro -propyl) -phenyl sulfonyl) -urea (prosulfuron), ethyl- [2-chloro-5- (4-chloro-5-difluoro methoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy ) acetate (Pyraflufen ethyl), 1- (3-chloro-4,5,6,7-tetrahydro-pyrazolo [1,5-a] pyridin-2-yl) -5- (methyl-2-propynylamino) - 1H-pyrazole-4-carbonitrile (pyrazogyl), 4- (2,4-dichlorobenzoyl) -1,3-dimethyl-5- (4-methylphenylsulfonyloxy) pyrazole (pyrazolates), 4- (2,4- Dichlorobenzoyl) -1,3-dimethyl-5- (phenylcarbonylmethoxy) pyrazole (pyrazoxyfen), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (4-e thoxycarbonyl-1-methyl-pyrazol-5-yl-sulfonyl) urea (pyrazosulfuron-ethyl), diphenyl methanone-O- [2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) - benzoyl] oxime (pyribenzoxime), 6-chloro-3-phenyl-4-pyridazinol (pyridafol), O- (6-chloro-3-phenyl-pyridazin-4-yl) -S-octyl-thiocarbonate (pyridates), 6-chloro-3-phenyl pyridazin-4-ol (pyridatol), 7 - [(4,6-dimethoxy-2-pyrimidinyl) thio] -3-methyl-1 (3H) -isobenzofuranone (pyriftalid), 2- (4,6-Dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid methyl ester (Pyriminobac-methyl), 2-chloro-6- (4,6-dimethoxy-pyrimidin-2-ylthio) -benzoic acid sodium salt (Pyrithiobac- sodium), 3,7-di chloro-quinoline-8-carboxylic acid (Quinchlorac), 7-chloro-3-methyl-quinoline-8-carboxylic acid (Quinmerac), 2- [4- (6-chloro-2-quinoxalinyloxy) -phenoxy] - propanoic acid (-ethyl ester, -tetrahydro-2-furanyl-methyl ester) (quizalofop, -ethyl, -P-ethyl, -P-tefuryl), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-ethyl sulfonyl-pyridin-2-yl-sulfonyl) urea (rimsulfuron), 2- (1-ethoximino butyl) -5- (2-ethylthiopropyl) -3 -hydroxy-2-cyclohexen-1-one (sethoxydim), 6-chloro-2,4-bis-ethylamino-1,3,5-triazine (simazine), 2- (2-chloro-4-methyl sulfonyl-benzoyl ) -cyclohexane-1,3-dione (sulcotrione), 2- (2,4-dichloro-5-methylsulfonylamino-phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4 -triazol-3-one (sulfentrazone), N-phosphonomethyl-glycine-trimethyl sulfonium (sulfosate), N- (4,6-dimethoxypyrimidin-2-yl) -N '- (2-ethyl sulfonyl-imidazo [1 , 2-a] pyridine-3-sulfonamide (sulfosulfuron), 6-chloro-4-ethylamino-2-tert-butylamino-1,3,5-triazine (terbuthylazine), 2-tert-butylamino-4-ethylamino- 6-methylthio-1,3,5-triazine (terbutryn), 2-chloro-N- (2,6-dimethyl-phenyl) -N- (3-methoxy-2-thienyl-methyl) -acetamide (thenylchlor), Methyl 2-difluoromethyl-5- (4,5-dihydro-thiazol-2-yl) -4- (2-methyl-propyl) -6-trifluoromethyl-pyridine-3-carboxylate (thiazopyr), 6- (6 , 7-dihydro-6,6-dimethyl-3H, 5H-pyrrolo [2,1-c] -1,2,4-thiadiazol-3-ylidenamino) -7-fluoro-4- (2-propynyl) -2H -1,4-benzoxazin-3 (4H) -one (thidiazimin), N- (4-methoxy-6-methyl-1,3,5-triaz in-2-yl) -N '- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2,4 , 6-tri methyl-phenyl) -2-cyclohexen-1-one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) -diisopropylcarbamothioate (triallate), N- (4-methoxy-6- methyl-1,3,5-triazin-2-yl) -N '- [2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron), N-methyl-N- (4-methoxy-6 -methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (tribenuron-methyl), (3,5,6-trichloro) pyridin-2-yl -oxyacetic acid (triclopyr), 2- (3,5-dichlorophenyl) -2- (2,2,2-tri chloroethyl) oxirane (tridiphane), N - [[(4,6-dimethoxy -2-pyrimidinyl) amino] - carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2-pyridinesulfonamide sodium salt (tri-floxysulfuron), 1-amino-2,6-dinitro-N, N- dipropyl-4-trifluoromethyl-benzene (trifluralin), N- [4-dimethylamino-6- (2,2,2-trifluoro-ethoxy) -1,3,5-triazin-2-yl] -N '- (2nd -methoxycarbonyl-phenylsulfonyl) urea (triflusulfuron methyl), N- (4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-y l) -N '- (2-trifluoromethyl-phenylsulfonyl) urea (tritosulfuron), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (N-methyl-N -methylsulfonyl-amino]) - 2-pyridinesulfonamide, (cf. WO-A-92/10660), 2 - [[[[((4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] -4 - [[(methylsulfonyl) amino] methyl] benzoic acid methyl ester (cf. DE-A-43 35 297), 4- [4,5-dihydro-4-methyl-5-oxo (3-trifluoromethyl) -1H-1,2,4- triazol-1-yl] -2 - [(ethylsulfonyl) - amino] -5-fluorobenzenecarbothioamide (cf. WO-A-95/30661)
("Active substances of group 4"),
the compound under (b) not being flufenacet if the one under (a) is 2- (3,4-difluorophenoxy) -4-methyl-6- (1-methyl-3-trifluoromethylpyrazol-5-yl) pyridine .
R1 für einen gegebenenfalls durch Trifluormethyl und Methyl substituierten Pyrazolylrest oder für ein gegebenenfalls einfach oder mehrfach durch Fluor substituierten Phenylrest steht,
R2 für einen gegebenenfalls durch Halogen- und/oder C1-C3-Halogenalkyl substituierten Phenoxyrest steht,
R3 für ein Wasserstoffatom oder Methyl steht, und
W für Sauerstoff oder die Gruppe -CO-NH- steht.2. Herbicidal compositions according to claim 1, characterized in that they contain a 2,6-disubstituted pyridine derivative of the general formula (I), in which, as active ingredients of group 1
R 1 represents a pyrazolyl radical optionally substituted by trifluoromethyl and methyl or a phenyl radical which is optionally monosubstituted or polysubstituted by fluorine,
R 2 represents a phenoxy radical optionally substituted by halogen and / or C 1 -C 3 haloalkyl,
R 3 represents a hydrogen atom or methyl, and
W stands for oxygen or the group -CO-NH-.
N-(4-Fluorphenyl)-6-[3-(trifluormethyl)phenoxy]-2-pyridinecarboxamid (picolinafen) oder 2-(3,4-Difluorphenoxy)-4-methyl-6-(1-methyl-3-trifluor methylpyrazol-5-yl)-pyridin enthalten.3. Herbicidal compositions according to claim 1, characterized in that they are active ingredients of group 1
N- (4-fluorophenyl) -6- [3- (trifluoromethyl) phenoxy] -2-pyridinecarboxamide (picolinafen) or 2- (3,4-difluorophenoxy) -4-methyl-6- (1-methyl-3-trifluoro contain methylpyrazol-5-yl) pyridine.
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1- (2,4-Dichlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethyl ester (Fenchlorazol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarb oxylat (Isoxadifen-ethyl), Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-me thyl-1H-pyrazol-3,5-dicarboxylat (Mefenpyr-diethyl) und 2,4-Dichlor phenoxyessigsäure (2,4-D) und dessen Derivate. 4. Herbicidal compositions according to any one of claims 1 to 3, characterized in that they contain at least one compound from the following group of compounds which improves crop-tolerance as the active ingredient of group 3:
5-chloro-quinoxaline-8-oxyacetic acid (1-methylhexyl ester) (cloquintocet), 1- (2,4-dichlorophenyl) -5-trichloromethyl-1H-1,2,4-triazole-3-carboxylic acid -ethyl ester (fenchlorazole-ethyl), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro -5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives.
als Wirkstoff der Gruppe 1 Picolinafen und
als Wirkstoff der Gruppe 2 (5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)- essigsäure-N-isopropyl-N-(4-fluorphenyl)-amid (flufenacet) und
gegebenenfalls als weiteren Wirkstoff oder weitere Wirkstoffe eine oder mehrere Verbindungen aus der Gruppe 2,6-Bis-(4,6-dimethoxy-pyrimidin-2- yl-oxy)-benzoesäure-Natriumsalz (Bispyribac-sodium), N-(2,6-Difluor phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6- trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron methyl-sodium), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoprot uron), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]- pyrimidin-2-sulfonamid (Metosulam), 1-Amino-N-(1-ethyl-propyl)-3,4-di methyl-2,6-dinitro-benzol (Pendimethalin) und Ethyl-[2-Chlor-5-(4-chlor-5- difluormethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflu fen-ethyl) enthalten.5. Herbicidal composition according to claim 1, characterized in that it
as an active ingredient in group 1 picolinafen and
as active ingredient of group 2 (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) - acetic acid-N-isopropyl-N- (4-fluorophenyl) -amide (flufenacet) and
optionally one or more compounds from the group 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), N- (2, 6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] -pyrimidine-2-sulfonamide (florasulam), N- (4,6-dimethoxy- pyrimidin-2-yl) -N '- (3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron methyl-sodium), N, N-dimethyl-N' - (4- isopropylphenyl) urea (isoproturon), N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1,5-a] pyrimidine 2-sulfonamide (metosulam), 1-amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin) and ethyl- [2-chloro-5- (4th -chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy] acetate (Pyraflu fen-ethyl).
als Wirkstoff der Gruppe 1 Picolinafen und
als Wirkstoff der Gruppe 2 2-(2-Methoxycarbonyl-phenylsulfonylamino carbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (propoxycarbazone-sodium) und
gegebenenfalls als weiteren Wirkstoff oder weitere Wirkstoffe eine oder mehrere Verbindungen aus der Gruppe N-(4,6-Dimethoxy-pyrimidin-2-yl)- N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 2,6- Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyri bac-sodium), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)- 4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2- yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), 2-Chlor-4-ethylamino- 6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazin (Cyanazine), 2,4-Dichlor phenoxyessigsäure (2,4-D), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Di chlorprop-P), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5- c]-pyrimidin-2-sulfonamid (Florasulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5- trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(4, 6-Di methoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2- yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), (4- Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), N- (4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N -(5-iod-2-methoxycarbonyl phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N- Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), 2-(4-Chlor-2- methyl-phenoxy)-propionsäure (Mecoprop), N-(2,6-Dichlor-3-methyl phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Meto sulam), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metri buzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl phenylsulfonyl)-harnstoff (Metsulfüron-methyl), 1-Amino-N-(1-ethyl propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimethalin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harn stoff (Thifensulfuron-methyl), N-Methyl-N-(4-methoxy-6-methyl-1,3,5- triazin-2-yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron methyl), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-tri fluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron), N-(4- Methoxy-6-trifluormethoxy-1,3,5-triazin-2-yl)-N'-(2-trifluormethyl-phenyl sulfonyl)-harnstoff (Tritosulfuron) enthalten. 6. Herbicidal compositions according to claim 1, characterized in that they
as an active ingredient in group 1 picolinafen and
as an active ingredient in group 2 2- (2-methoxycarbonyl-phenylsulfonylamino carbonyl) -4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone-sodium) and
optionally one or more compounds from the group N- (4,6-dimethoxypyrimidin-2-yl) - N '- (N-methyl-N-methylsulfonylsulfamoyl) urea (amidosulfuron) as further active ingredient or other active ingredients, 2,6- bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), 2- (4-chloro-2-fluoro-5- (2-chloro- 2-ethoxycarbonyl-ethyl) phenyl) - 4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (Carfentrazone ethyl), 2-chloro-3- [2 -chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl) -phenyl] -2-propanoic acid ethyl ester (cinidon-ethyl), 2 -Chlor-4-ethylamino- 6- (1-cyano-1-methyl-ethylamino) -1,3,5-triazine (cyanazines), 2,4-dichlorophenoxyacetic acid (2,4-D), (R) - 2- (2,4-dichlorophenoxy) propanoic acid (di chloroprop-P), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] pyrimidine-2-sulfonamide (florasulam), N- (4-fluorophenyl) -ni-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl- oxy) -acetamide (Flufenacet), N- (4, 6-dimethoxypyrimidin-2-yl) -N '- (3-metho xycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) - acetic acid (-2-butoxy-1-methyl ethyl ester, -1-methyl heptyl ester) (fluroxypyr, butoxypropyl, meptyl), N- (4-methoxy-6-methyl-1,3,5-triazine-2- yl) -N - (5-iodo-2-methoxycarbonyl phenylsulfonyl) urea sodium salt (iodosulfuron-methyl-sodium), N, N-dimethyl-N '- (4-isopropylphenyl) urea (isoproturon), 2 - (4-Chloro-2-methylphenoxy) propionic acid (mecoprop), N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1.5 -a] -pyrimidine-2-sulfonamide (Metosulam), 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazine-5 (4H) -one (Metri buzin), N- ( 4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl phenylsulfonyl) urea (metsulfüron-methyl), 1-amino-N- (1-ethyl propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl- thien-3-yl-sulfonyl) urea (thifensulfuron-meth yl), N-methyl-N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl-phenylsulfonyl) urea (tribenuron methyl), N- [[(4,6-Dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-tri fluoro-ethoxy) -2-pyridinesulfonamide sodium salt (trifloxysulfuron), N- (4-methoxy Contain -6-trifluoromethoxy-1,3,5-triazin-2-yl) -N '- (2-trifluoromethyl-phenyl sulfonyl) urea (tritosulfuron).
als Wirkstoff der Gruppe 1 Picolinafen und
als Wirkstoff der Gruppe 2 2-(2-Trifluormethoxy-phenylsulfonylaminocarbo nyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (flucarbazone-sodium) und
gegebenenfalls als weiteren Wirkstoff oder weitere Wirkstoffe eine oder mehrere Verbindungen aus der Gruppe 2,6-Bis-(4,6-dimethoxy-pyrimidin-2- yl-oxy)-benzoesäure-Natriumsalz (Bispyribac-sodium), 3,5-Dibrom-4- hydroxy-benzonitril (Bromoxynil), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4- triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4, 5,6,7-hexa hydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cini don-ethyl), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phen oxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy benzoesäure (Dicamba), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)- phenoxy]-propanoat (Fenoxaprop-(P)-ethyl), N-(2,6-Difluor-phenyl)-8-fluor- 5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), N- (4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)- acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxy carbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flu pyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl- oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Flur oxypyr, -butoxypropyl, -meptyl), Methyl-2-(4,5-dihydro-4-methyl-4-iso propyl-5-oxo-1H-imidazol-2-yl)-4-methyl-benzoat (Imazamethabenz methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5- methoxymethyl-pyridin-3-carbonsäure (Imazamox), N-(4-Methoxy-6-methyl- 1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harnstoff- Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Dimethyl-N'-(4-isopropyl phenyl)-harnstoff (Isoproturon), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), N-(2,6- Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidin-2- sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin- 5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), 1-Amino- N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimethalin), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]- amino]-sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone sodium), Ethyl-[2-Chlor-5-(4-chlor-5-difluormethoxy-1-methyl-1H-pyrazol- 3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), N-(4,6-Dimethoxy-pyrimi din-2-yl)-N'-(2-ethylsulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulf uron), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl thien-3-yl-sulfonyl)-harnstoff (Thifensulfüron-methyl), 2-(Ethoximino propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen-1-on (Tralkoxy dim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Triallate), N- Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl phenylsulfonyl)-harnstoff (Tribenuron-methyl), N-([(4,6-Dimethoxy-2-pyri midinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid- Natriumsalz (Trifloxysulfuron), N-(4-Methoxy-6-trifluormethoxy-1,3,5- triazin-2-yl)-N'-(2-trifluormethyl-phenylsulfonyl)-harnstoff (Tritosulfuron) enthalten.7. Herbicidal agents according to claim 1, characterized in that they
as an active ingredient in group 1 picolinafen and
as active ingredient in group 2 2- (2-trifluoromethoxy-phenylsulfonylaminocarbonyl) -4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone -sodium) and
optionally as a further active ingredient or other active ingredients, one or more compounds from the group 2,6-bis (4,6-dimethoxy-pyrimidin-2-yl-oxy) benzoic acid sodium salt (bispyribac sodium), 3,5-dibromo -4-hydroxy-benzonitrile (bromoxynil), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl-2,4 -dihydro-3H-1,2,4-triazol-3-one (Carfentrazone-ethyl), 2-chloro-3- [2-chloro-5- (1,3,4, 5,6,7-hexa hydro -1,3-dioxo-2H-isoindol-2-yl) phenyl] -2-propanoic acid, ethyl ester (Cini don-ethyl), (R) - (2-propynyl) -2- [4- (5-chloro -3-fluoro-pyridin-2-yl-oxy) -phen oxy-propanoate (clodinafop-propargyl), 3,6-dichloropyridine-2-carboxylic acid (clopyralide), 2,4-dichlorophenoxyacetic acid (2.4 -D), 3,6-dichloro-2-methoxy benzoic acid (Dicamba), (R) -ethyl-2- [4- (6-chloro-benzoxazol-2-yl-oxy) phenoxy] propanoate (fenoxaprop- (P) -ethyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- [1,2,4] triazolo- [1,5-c] pyrimidine-2-sulfonamide (Florasulam), N- (4-fluoro-phenyl) -Ni-propyl-2- (5-trifluoromethyl-1,3, 4-thiadiazol-2-yl-oxy) -acetamide (Flufenacet), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (3-methoxy carbonyl-6-trifluoromethyl-pyridin-2-yl -sulfonyl) urea sodium salt (flu pyrsulfuron-methyl-sodium), (4-amino-3,5-dichloro-6-fluoropyridin-2-yl-oxy) -acetic acid (-2-butoxy-1-methyl -ethyl ester, -1-methyl-heptyl ester) (corridor oxypyr, -butoxypropyl, -meptyl), methyl-2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazole-2 -yl) -4-methyl-benzoate (imazamethabenz methyl), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -5-methoxymethyl-pyridine- 3-carboxylic acid (imazamox), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (5-iodo-2-methoxycarbonyl-phenylsulfonyl) urea sodium salt ( Iodosulfuron-methyl-sodium), N, N-dimethyl-N '- (4-isopropylphenyl) urea (isoproturon), (4-chloro-2-methylphenoxy) acetic acid (MCPA), 2- (4- Chloro-2-methylphenoxy) propionic acid (mecoprop), N- (2,6-dichloro-3-methylphenyl) -5,7-dimethoxy-1,2,4-triazolo [1,5-a] -pyrimidine-2-sulfonamide (metosulam), 4-amino-6-tert-b utyl-3-methylthio-1,2,4-triazine-5 (4H) -one (metribuzin), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N ' - (2-methoxycarbonyl-phenylsulfonyl) urea (metsulfuron-methyl), 1-amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), 2- [ [[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl) carbonyl] amino] sulfonyl] benzoic acid methyl ester sodium salt (Propoxycarbazone sodium), ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy] acetate (pyraflufen-ethyl), N- (4,6-Dimethoxypyrimidine-2-yl) -N '- (2-ethylsulfonylimidazo [1,2-a] pyridine-3-sulfonamide (sulfosulfuron), N- (4-methoxy- 6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino propyl) -3-hydroxy -5- (2,4,6-trimethyl-phenyl) -2-cyclohexen-1-one (tralkoxy dim), S- (2,3,3-trichloro-2-propenyl) diisopropyl carbamothioate (triallate), N- Methyl-N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-methoxycarbonyl phenylsulfonyl) -ha urea (tribenuron-methyl), N - ([(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- (2,2,2-trifluoroethoxy) -2-pyridinesulfonamide sodium salt ( Trifloxysulfuron), N- (4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl) -N '- (2-trifluoromethyl-phenylsulfonyl) urea (tritosulfuron).
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19960778A DE19960778A1 (en) | 1999-11-17 | 1999-12-16 | Selective herbicides based on 2,6-disubstituted pyridine derivatives |
US10/130,387 US6849578B1 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based on 2,6-disubstituted pyridine derivatives |
EP00971424A EP1351571A2 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based upon 2,6-disubstituted pyridine derivatives |
RU2002116230/04A RU2260948C2 (en) | 1999-11-17 | 2000-11-06 | Herbicidal agent |
AU10287/01A AU775959B2 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based upon 2,6-disubstituted pyridine derivatives |
PL00362894A PL362894A1 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based upon 2,6-disubstituted pyridine derivatives |
HU0301968A HUP0301968A3 (en) | 1999-11-17 | 2000-11-06 | Selective and synergistic herbicide compositions containing 2,6-disubstituted pyridine derivatives, preparation and use thereof |
BR0015668-0A BR0015668A (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based on disubstituted 2,6-pyridine derivatives " |
CA002390564A CA2390564A1 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based on 2,6-disubstituted pyridine derivatives |
PCT/EP2000/010917 WO2001035740A2 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based upon 2,6-disubstituted pyridine derivatives |
CZ20021693A CZ20021693A3 (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based on 2,6-disubstituted derivatives of pyridines and their use |
CN00815900.9A CN1278607C (en) | 1999-11-17 | 2000-11-06 | Selective herbicides based upon 2,6-disubstituted pyridine derivatives |
ARP000106051A AR026500A1 (en) | 1999-11-17 | 2000-11-16 | SELECTIVE HERBICIDES BASED ON PIRIDINE DERIVATIVES 2,6-DISUBSTITUIDOS |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19955128 | 1999-11-17 | ||
DE19960778A DE19960778A1 (en) | 1999-11-17 | 1999-12-16 | Selective herbicides based on 2,6-disubstituted pyridine derivatives |
Publications (1)
Publication Number | Publication Date |
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DE19960778A1 true DE19960778A1 (en) | 2001-05-23 |
Family
ID=7929233
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19960778A Withdrawn DE19960778A1 (en) | 1999-11-17 | 1999-12-16 | Selective herbicides based on 2,6-disubstituted pyridine derivatives |
Country Status (4)
Country | Link |
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CN (1) | CN1768582A (en) |
DE (1) | DE19960778A1 (en) |
UA (1) | UA73334C2 (en) |
ZA (1) | ZA200202889B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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EP2740360A1 (en) * | 2008-06-18 | 2014-06-11 | Basf Se | Ternary herbicidal compositions comprising aminopyralid and imazamox |
Families Citing this family (2)
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CN103609581A (en) * | 2013-11-13 | 2014-03-05 | 山东滨农科技有限公司 | Herbicide composition containing pyrazosulfuron-ethyl, pyribenzoxim and S-metolachlor |
EP3395172A1 (en) * | 2017-04-25 | 2018-10-31 | Rotam Agrochem International Company Limited | Method of controlling growth of pds-tolerant plants |
-
1999
- 1999-12-16 DE DE19960778A patent/DE19960778A1/en not_active Withdrawn
-
2000
- 2000-06-11 UA UA2002064926A patent/UA73334C2/en unknown
- 2000-11-06 CN CN 200510113740 patent/CN1768582A/en active Pending
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2002
- 2002-04-12 ZA ZA200202889A patent/ZA200202889B/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2740360A1 (en) * | 2008-06-18 | 2014-06-11 | Basf Se | Ternary herbicidal compositions comprising aminopyralid and imazamox |
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ZA200202889B (en) | 2003-04-14 |
UA73334C2 (en) | 2005-07-15 |
CN1768582A (en) | 2006-05-10 |
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