BE532057A - - Google Patents
Info
- Publication number
- BE532057A BE532057A BE532057DA BE532057A BE 532057 A BE532057 A BE 532057A BE 532057D A BE532057D A BE 532057DA BE 532057 A BE532057 A BE 532057A
- Authority
- BE
- Belgium
- Prior art keywords
- dimethylcarbamate
- chlorophenyl
- tolyl
- morpholinecarboxylate
- methyl
- Prior art date
Links
- -1 Phenyl dimethylcarbamate O-tolyl dimethylcarbamate Chemical compound 0.000 claims description 9
- DWLVWMUCHSLGSU-UHFFFAOYSA-M N,N-dimethylcarbamate Chemical compound CN(C)C([O-])=O DWLVWMUCHSLGSU-UHFFFAOYSA-M 0.000 claims description 7
- 230000002363 herbicidal Effects 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 4
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000004009 herbicide Substances 0.000 claims description 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 3
- 229940113083 morpholine Drugs 0.000 claims description 3
- STUHQDIOZQUPGP-UHFFFAOYSA-M morpholine-4-carboxylate Chemical compound [O-]C(=O)N1CCOCC1 STUHQDIOZQUPGP-UHFFFAOYSA-M 0.000 claims description 3
- IXHORMVRGWCGGR-UHFFFAOYSA-N (4-chloro-2-methylphenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=C(Cl)C=C1C IXHORMVRGWCGGR-UHFFFAOYSA-N 0.000 claims description 2
- QTILATGINOFTLP-UHFFFAOYSA-N (4-chlorophenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=C(Cl)C=C1 QTILATGINOFTLP-UHFFFAOYSA-N 0.000 claims description 2
- 230000000875 corresponding Effects 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- BSFCOZXUSUSSAW-UHFFFAOYSA-N (3-methylphenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=CC(C)=C1 BSFCOZXUSUSSAW-UHFFFAOYSA-N 0.000 claims 1
- ZHXCDUWUCWUEPJ-UHFFFAOYSA-N (4-methylphenyl) N-methylcarbamate Chemical compound CNC(=O)OC1=CC=C(C)C=C1 ZHXCDUWUCWUEPJ-UHFFFAOYSA-N 0.000 claims 1
- CKMRVKWJCOOIFK-UHFFFAOYSA-N (4-nitrophenyl) N-methylcarbamate Chemical compound CNC(=O)OC1=CC=C([N+]([O-])=O)C=C1 CKMRVKWJCOOIFK-UHFFFAOYSA-N 0.000 claims 1
- 241000907681 Morpho Species 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 16
- 230000004927 fusion Effects 0.000 description 12
- 239000000047 product Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 241000209140 Triticum Species 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 235000021307 wheat Nutrition 0.000 description 5
- 240000007742 Raphanus sativus Species 0.000 description 4
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- 241000335053 Beta vulgaris Species 0.000 description 3
- 235000011293 Brassica napus Nutrition 0.000 description 3
- 240000008100 Brassica rapa Species 0.000 description 3
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 3
- 240000008051 Cichorium intybus Species 0.000 description 3
- 235000007542 Cichorium intybus Nutrition 0.000 description 3
- 240000006240 Linum usitatissimum Species 0.000 description 3
- 235000004431 Linum usitatissimum Nutrition 0.000 description 3
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 3
- RLSSMJSEOOYNOY-UHFFFAOYSA-N M-Cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 3
- 240000004658 Medicago sativa Species 0.000 description 3
- 240000003768 Solanum lycopersicum Species 0.000 description 3
- 235000017585 alfalfa Nutrition 0.000 description 3
- 235000017587 alfalfa Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-Dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 235000005633 Chrysanthemum balsamita Nutrition 0.000 description 2
- 244000260524 Chrysanthemum balsamita Species 0.000 description 2
- YIIMEMSDCNDGTB-UHFFFAOYSA-N Dimethylcarbamoyl chloride Chemical compound CN(C)C(Cl)=O YIIMEMSDCNDGTB-UHFFFAOYSA-N 0.000 description 2
- 206010053759 Growth retardation Diseases 0.000 description 2
- 240000005158 Phaseolus vulgaris Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 230000022534 cell killing Effects 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 235000005824 corn Nutrition 0.000 description 2
- 230000009089 cytolysis Effects 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 231100000001 growth retardation Toxicity 0.000 description 2
- 230000017074 necrotic cell death Effects 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 230000000885 phytotoxic Effects 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 238000004382 potting Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- FWDSPHYPDFOEMZ-UHFFFAOYSA-N (3,5-dimethylphenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC(C)=CC(C)=C1 FWDSPHYPDFOEMZ-UHFFFAOYSA-N 0.000 description 1
- ZUJJLVPPYIIDDP-UHFFFAOYSA-N (4-chloro-3-methylphenyl) N,N-diethylcarbamate Chemical compound CCN(CC)C(=O)OC1=CC=C(Cl)C(C)=C1 ZUJJLVPPYIIDDP-UHFFFAOYSA-N 0.000 description 1
- VUKKITSVDNZQSM-UHFFFAOYSA-N (4-chloro-3-methylphenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=C(Cl)C(C)=C1 VUKKITSVDNZQSM-UHFFFAOYSA-N 0.000 description 1
- FRZQFSGWVPGFDY-UHFFFAOYSA-N (4-chlorophenyl) N,N-diethylcarbamate Chemical compound CCN(CC)C(=O)OC1=CC=C(Cl)C=C1 FRZQFSGWVPGFDY-UHFFFAOYSA-N 0.000 description 1
- ZQDIQOWSBXBLGH-UHFFFAOYSA-N (4-chlorophenyl) morpholine-4-carboxylate Chemical compound C1=CC(Cl)=CC=C1OC(=O)N1CCOCC1 ZQDIQOWSBXBLGH-UHFFFAOYSA-N 0.000 description 1
- MPHMAHGKEOGQKH-UHFFFAOYSA-N (4-methylphenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=C(C)C=C1 MPHMAHGKEOGQKH-UHFFFAOYSA-N 0.000 description 1
- XNHCGFLXFHEXBN-UHFFFAOYSA-N (4-methylphenyl) morpholine-4-carboxylate Chemical compound C1=CC(C)=CC=C1OC(=O)N1CCOCC1 XNHCGFLXFHEXBN-UHFFFAOYSA-N 0.000 description 1
- YBRIFDNEMBTBMJ-UHFFFAOYSA-N (4-nitrophenyl) N,N-dimethylcarbamate Chemical compound CN(C)C(=O)OC1=CC=C([N+]([O-])=O)C=C1 YBRIFDNEMBTBMJ-UHFFFAOYSA-N 0.000 description 1
- 235000007558 Avena sp Nutrition 0.000 description 1
- 208000002352 Blister Diseases 0.000 description 1
- 241000197194 Bulla Species 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N Dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N Diphenyl carbonate Chemical class C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- APRJFNLVTJWEPP-UHFFFAOYSA-M N,N-diethylcarbamate Chemical compound CCN(CC)C([O-])=O APRJFNLVTJWEPP-UHFFFAOYSA-M 0.000 description 1
- RRIWSQXXBIFKQM-UHFFFAOYSA-M N-benzylcarbamate Chemical compound [O-]C(=O)NCC1=CC=CC=C1 RRIWSQXXBIFKQM-UHFFFAOYSA-M 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 241000490025 Schefflera digitata Species 0.000 description 1
- 240000004668 Valerianella locusta Species 0.000 description 1
- 235000003560 Valerianella locusta Nutrition 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000015111 chews Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000015250 liver sausages Nutrition 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical class ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- SVWBBVZRYSQHPF-UHFFFAOYSA-N phenyl morpholine-4-carboxylate Chemical compound C1COCCN1C(=O)OC1=CC=CC=C1 SVWBBVZRYSQHPF-UHFFFAOYSA-N 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000005619 secondary aliphatic amines Chemical class 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/205—Radicals derived from carbonic acid
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE532057A true BE532057A (de) |
Family
ID=164217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE532057D BE532057A (de) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE532057A (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1160842B (de) * | 1960-10-06 | 1964-01-09 | Upjohn Co | Verfahren zur Herstellung von 2-Halogen- und 2, 4-Dihalogen-alkylphenylcarbamaten |
-
0
- BE BE532057D patent/BE532057A/fr unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1160842B (de) * | 1960-10-06 | 1964-01-09 | Upjohn Co | Verfahren zur Herstellung von 2-Halogen- und 2, 4-Dihalogen-alkylphenylcarbamaten |
| US3402245A (en) * | 1960-10-06 | 1968-09-17 | Upjohn Co | Insecticidal 2-halo- and 2, 4-dihaloalkylphenyl carbamate compositions and method for controlling insects |
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