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GB2016447A - Cyclopropane carboxylic acid esters containing a polyhalogenated substituent - Google Patents

Cyclopropane carboxylic acid esters containing a polyhalogenated substituent

Info

Publication number
GB2016447A
GB2016447A GB7903310A GB7903310A GB2016447A GB 2016447 A GB2016447 A GB 2016447A GB 7903310 A GB7903310 A GB 7903310A GB 7903310 A GB7903310 A GB 7903310A GB 2016447 A GB2016447 A GB 2016447A
Authority
GB
United Kingdom
Prior art keywords
carboxylate
dimethyl
cyclopropane
polyhalogenated
substituent
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.)
Granted
Application number
GB7903310A
Other versions
GB2016447B (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of GB2016447A publication Critical patent/GB2016447A/en
Application granted granted Critical
Publication of GB2016447B publication Critical patent/GB2016447B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C07D209/49Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide and having in the molecule an acyl radical containing a saturated three-membered ring, e.g. chrysanthemumic acid esters
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/105Aliphatic or alicyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/275Nitriles; Isonitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/58Preparation of carboxylic acid halides
    • C07C51/60Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/04Saturated compounds having a carboxyl group bound to a three or four-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Polymers & Plastics (AREA)
  • Epidemiology (AREA)
  • Agronomy & Crop Science (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Food Science & Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Animal Husbandry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Indole Compounds (AREA)

Abstract

A compound selected from (S)- alpha -cyano3-phenoxybenzyl (1R,trans)-2,2-dimethyl-3-(2',2'- dichloro-1',2'-dibromoethyl)- cyclopropane-1 -carboxylate; (S)- alpha -cyano-3-phenoxybenzyl (1R,cis)-2,2-dimethyl-3-(2',2'-dibromo- 1',2'-dichloroethyl)-cyclopropane-1- carboxylate; 3,4,5,6-tetrahydrophthalimidomethyl (1R,trans)-2,2-dimethyl-3-(1',2',2',2'- tetrabromoethyl)-cyclopropane-1- carboxylate; 3,4,5,6-tetrahydrophthalimidomethyl (1R,cis)-2,2-dimethyl-3-(1',2',2',2'- tetrabromoethyl)-cyclopropane-1- carboxylate; (S)- alpha -cyano-3-phenoxybenzyl (1R,cis)-2,2-dimethyl-3-(1',2',2',2'- tetrachloroethyl)-cyclo-propane-1- carboxylate; and (R)- alpha -cyano-3-phenoxybenzyl (1R,trans)-2,2-dimethyl-3-(2',2'- dichloro-1',2'-dibromoethyl)-cyclo- propane-1-carboxylate which compounds possess interesting insecticidal activity.
GB7903310A 1978-03-17 1979-01-31 Cyclopropane carboxylic acid esters containing a polyhalogenated substituent Expired GB2016447B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7807780A FR2419932A2 (en) 1978-03-17 1978-03-17 NEW ESTERS OF CYCLOPROPANE CARBOXYLIC ACIDS CONTAINING A POLYHALOGENIC SUBSTITUTE, PREPARATION PROCESS AND INSECTICIDE COMPOSITIONS CONTAINING THEM

Publications (2)

Publication Number Publication Date
GB2016447A true GB2016447A (en) 1979-09-26
GB2016447B GB2016447B (en) 1982-08-04

Family

ID=9205947

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7903310A Expired GB2016447B (en) 1978-03-17 1979-01-31 Cyclopropane carboxylic acid esters containing a polyhalogenated substituent

Country Status (18)

Country Link
JP (1) JPS54128549A (en)
AT (1) AT364676B (en)
BE (1) BE873201R (en)
CH (1) CH638179A5 (en)
DD (1) DD143849A6 (en)
DE (1) DE2903268A1 (en)
ES (1) ES477053A2 (en)
FR (1) FR2419932A2 (en)
GB (1) GB2016447B (en)
GR (1) GR72819B (en)
IE (1) IE47990B1 (en)
IT (1) IT1188819B (en)
LU (1) LU80798A1 (en)
NL (1) NL7901518A (en)
PH (1) PH15709A (en)
PL (1) PL222529A1 (en)
YU (1) YU6879A (en)
ZA (1) ZA79786B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2470602A1 (en) * 1979-12-04 1981-06-12 Roussel Uclaf Acaricidal compsn. for control of animal ticks and mites - contains (s)-alpha-cyano 3-phenoxy-benzyl 1R, cis-2,2-di:methyl-3-2,2-di:chloro:vinyl-cyclopropane-1-carboxylate
EP0050366A1 (en) * 1980-10-20 1982-04-28 Discovision Associates Video recorder-playback machine
EP0312124A2 (en) * 1982-11-22 1989-04-19 E.I. Du Pont De Nemours And Company Process for the preparation of optically-active cyanomethyl esters
WO1992016106A1 (en) * 1991-03-18 1992-10-01 Peter Hand Animal Health Limited Control of sea lice in seawater fish

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2471187A1 (en) * 1979-12-10 1981-06-19 Roussel Uclaf NEW COMPOSITIONS FOR THE CONTROL OF PARASITES OF HOT-BLOOD ANIMALS
FR2484256B1 (en) * 1979-06-29 1986-10-24 Roussel Uclaf METHOD FOR CONTROLLING PEST OF HOT BLOOD ANIMALS
FR2472570A1 (en) * 1979-07-31 1981-07-03 Roussel Uclaf PROCESS FOR THE PREPARATION OF (1,5) 6,6-DIMETHYL 4-HYDROXY 3-OXA BICYLO (3.1.0) HEXAN-2-ONE AND ITS ETHERS IN POSITION 4, IN ALL THEIR STEREOISOMERIC FORMS
DE3004092A1 (en) * 1980-02-05 1981-08-13 Bayer Ag, 5090 Leverkusen SUBSTITUTED 3- (1,2-DIBROM-ALKYL) - 2,2-DIMETHYL-CYCLOPROPAN-1-CARBONIC ACID ESTERS, METHODS AND INTERMEDIATE PRODUCTS FOR THEIR PRODUCTION AND THEIR USE IN PEST CONTROL
WO1981002892A1 (en) * 1980-04-10 1981-10-15 Dainippon Jochugiku Kk Cyclopropanecarboxylic acid ester derivatives,process for their preparation,and insecticidal and acaricidal composition containing such as effective ingredients

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE446527B (en) * 1976-09-21 1986-09-22 Roussel Uclaf NEW CYCLOPROPANCARBOXYLIC ACID ESTERS WITH A POLYHALOGENATED SUBSTITUENT, SET FOR PREPARATION OF IT AND USE thereof IN PESTICIDE COMPOSITIONS
PT67633B (en) * 1977-02-11 1979-07-17 Ciba Geigy Ag Process for the preparation of new esters
US4498846A (en) * 1983-06-20 1985-02-12 Deere & Company Stroke control valve

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2470602A1 (en) * 1979-12-04 1981-06-12 Roussel Uclaf Acaricidal compsn. for control of animal ticks and mites - contains (s)-alpha-cyano 3-phenoxy-benzyl 1R, cis-2,2-di:methyl-3-2,2-di:chloro:vinyl-cyclopropane-1-carboxylate
EP0050366A1 (en) * 1980-10-20 1982-04-28 Discovision Associates Video recorder-playback machine
EP0312124A2 (en) * 1982-11-22 1989-04-19 E.I. Du Pont De Nemours And Company Process for the preparation of optically-active cyanomethyl esters
EP0312124A3 (en) * 1982-11-22 1989-09-13 E.I. Du Pont De Nemours And Company Process for the preparation of optically-active cyanomethyl esters
WO1992016106A1 (en) * 1991-03-18 1992-10-01 Peter Hand Animal Health Limited Control of sea lice in seawater fish
GB2270261A (en) * 1991-03-18 1994-03-09 Hand Peter Animal Health Control of sea lice in seawater fish
GB2270261B (en) * 1991-03-18 1994-12-14 Hand Peter Animal Health Control of sea lice in seawater fish

Also Published As

Publication number Publication date
DE2903268A1 (en) 1979-09-27
FR2419932B2 (en) 1981-05-22
GR72819B (en) 1983-12-06
AT364676B (en) 1981-11-10
BE873201R (en) 1979-06-29
ES477053A2 (en) 1979-07-01
GB2016447B (en) 1982-08-04
ATA169679A (en) 1981-04-15
IE790240L (en) 1979-09-17
PL222529A1 (en) 1980-09-08
FR2419932A2 (en) 1979-10-12
YU6879A (en) 1983-10-31
NL7901518A (en) 1979-09-19
JPS54128549A (en) 1979-10-05
LU80798A1 (en) 1979-09-07
DD143849A6 (en) 1980-09-17
CH638179A5 (en) 1983-09-15
ZA79786B (en) 1980-02-27
IT7948345A0 (en) 1979-03-14
PH15709A (en) 1983-03-14
IE47990B1 (en) 1984-08-22
IT1188819B (en) 1988-01-28

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19950131