FR2398041A2 - CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTS - Google Patents
CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTSInfo
- Publication number
- FR2398041A2 FR2398041A2 FR7722078A FR7722078A FR2398041A2 FR 2398041 A2 FR2398041 A2 FR 2398041A2 FR 7722078 A FR7722078 A FR 7722078A FR 7722078 A FR7722078 A FR 7722078A FR 2398041 A2 FR2398041 A2 FR 2398041A2
- Authority
- FR
- France
- Prior art keywords
- carboxylic acid
- polyhalogenic
- nematicides
- acaricides
- insecticides
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
- C07D209/49—Iso-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
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The new acids correspond to the formula in which X1 represents hydrogen, fluorine, chlorine or bromine, X2 represents fluorine, chlorine or bromine and X3 represents chlorine, bromine or iodine; the invention also comprises the chlorides of these acids. These acids have antifungal and bactericidal properties; they can thus be used especially in agriculture for controlling parasitic fungi of crops, and as industrial biocides, especially for protecting industrial fillers and adhesives. They can also be used, as well as their chlorides, as intermediates in the synthesis of new esters having insecticidal activity and other products. They can be prepared from 2,2-dimethyl-3-(2'-X1-2'-X2-vinyl)cyclopropane-1-carboxylic acid by chlorination, bromination or iodination, followed by optional conversion to a chloride.
Priority Applications (62)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7722078A FR2398041A2 (en) | 1977-07-19 | 1977-07-19 | CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTS |
SE7709800A SE446527B (en) | 1976-09-21 | 1977-08-31 | NEW CYCLOPROPANCARBOXYLIC ACID ESTERS WITH A POLYHALOGENATED SUBSTITUENT, SET FOR PREPARATION OF IT AND USE thereof IN PESTICIDE COMPOSITIONS |
SE7709801A SE441179B (en) | 1976-09-21 | 1977-08-31 | NEW CYCLOPROPANCARBOXYL ACIDS WITH POLYHALOGENATED SUBSTITUENT, SET FOR PREPARATION AND USE thereof IN PESTICIDE COMPOSITIONS |
OA56275A OA05761A (en) | 1976-09-21 | 1977-09-05 | New esters of cyclopropane carboxylic acids comprising a polyhalogenated substituent, method of preparation and pesticide compositions. |
HU77RO941A HU179756B (en) | 1976-09-21 | 1977-09-15 | Process for preparing cyclopropane-carboxylic acid esters containing polyhalogenated substituents further pesticide compositions containing such compounds |
HU77RO942A HU178710B (en) | 1976-09-21 | 1977-09-15 | Process for preparing substituted cyclopropane-carboxylic acid derivatives containing in their side chain several halogen atoms and fungicide and bactericide compositions containing these compunds as active materials |
US05/834,573 US4179575A (en) | 1976-09-21 | 1977-09-19 | Polyhalogenated carboxylic acids |
FI772745A FI71723C (en) | 1976-09-21 | 1977-09-19 | NYA CYKLOPROPANKARBOXYLSYRAESTRAR MED EN POLYHALOGEN-SUBSTITUENT, FOERFARANDE FOER DERAS FRAMSTAELLNING SAMT PESTICIDKOMPOSITIONER. |
GR54381A GR70299B (en) | 1976-09-21 | 1977-09-19 | |
DK414577A DK156934C (en) | 1976-09-21 | 1977-09-20 | FUNGICIDE AND BIOCIDE CYCLOPROPANCARBOXYLIC ACIDS WITH A POLYHALOGENERATED GROUP |
AR269268A AR230423A1 (en) | 1976-09-21 | 1977-09-20 | 2,2-DIMETHYL ACID DERIVATIVES 3- (2'-SUBSTITUTED 1'-HALOETHYLL), CYCLOPROPAN-1-CARBOXYLICS, "EXCLUDING THEIR APPLICATION IN OR ON MAN AND SUPERIOR ANIMALS", PROCEDURE FOR THEIR OBTAINING AND COMPOSITIONS CONTAINING SUCH DERIVATIVES |
ES462473A ES462473A1 (en) | 1976-09-21 | 1977-09-20 | Polyhalogenated carboxylic acids |
LU78155A LU78155A1 (en) | 1976-09-21 | 1977-09-20 | |
IE1920/77A IE45595B1 (en) | 1976-09-21 | 1977-09-20 | Cyclopropane carboxylic acid esters |
IT51087/77A IT1090231B (en) | 1976-09-21 | 1977-09-20 | CYCLOPROPANCARBOXYLIC ACID ESTERS CONTAINING A POLYALOGENATED SUBSTITUTE RELATIVE PRODUCTION PROCESS AND DISINFESTING COMPOSITIONS THAT CONTAIN THEM AS IN ACTIVE INGREDIENTS |
DK414477A DK157970C (en) | 1976-09-21 | 1977-09-20 | PESTICIDE, ISAE INSECTICIDE ESTERS OF CYCLOPROPANCARBOXYL ACIDS WITH A POLYHALOGENERATED SUBSTITUENT AND PREPARATIONS CONTAINING AT LEAST ONE OF THESE |
MX776200U MX5332E (en) | 1976-09-21 | 1977-09-20 | PROCEDURE FOR PREPARING ESTERS OF CYCLOPROPAN-CARBOXYL ACIDS INCLUDING A POLYHALOGENATED SUBSTITUTE |
IE1919/77A IE45594B1 (en) | 1976-09-21 | 1977-09-20 | Cyclopropane carboxylic acid esters |
LU78156A LU78156A1 (en) | 1976-09-21 | 1977-09-20 | |
NLAANVRAGE7710327,A NL180899C (en) | 1976-09-21 | 1977-09-20 | PROCESS FOR PREPARING A PESTICIDE PREPARATION AND PROCESS FOR PREPARING SUITABLE 3- (POLYHALOGENE SUBSTITUENT) 2,2-DIMETHYLCYCLOPROPANIC ACID ESTERS. |
ES462475A ES462475A1 (en) | 1976-09-21 | 1977-09-20 | Polyhalogenated carboxylic acids |
YU2219/77A YU40818B (en) | 1976-09-21 | 1977-09-20 | Process for obtaining cyclopropane - carboxylic acid esters comprising a paynologenated subsitutent |
PT197767062A PT67062B (en) | 1976-09-21 | 1977-09-20 | PROCESS FOR PREPARING NOVEL CYCLOPROPANE CARBOXYLIC ACID ESTERS COMPRISING A POLYHALOGEN SUBSTITUENT |
NLAANVRAGE7710328,A NL182561C (en) | 1976-09-21 | 1977-09-20 | PROCESS FOR PREPARING A PREPARATION WITH FUNGICIDE AND BACTERICIDE ACTION WITH CYCLOPROPANIC CARBONIC ACIDS. |
GB39149/77A GB1561470A (en) | 1976-09-21 | 1977-09-20 | Cyclopropane carboxylic acid derivatives |
DD77201117A DD135899A5 (en) | 1976-09-21 | 1977-09-20 | PROCESS FOR THE PREPARATION OF NEW CYCLOPROPAN CARBON ACIDES |
NO773224A NO148184C (en) | 1976-09-21 | 1977-09-20 | PESTICIDE DERIVATIVES OF 2,2-DIMETHYL-CYCLOPROPANE CARBOXYL ACID ESTERS |
IT51088/77A IT1090232B (en) | 1976-09-21 | 1977-09-20 | CYCLOPROPANCARBOXYLIC ACIDS CONTAINING A POLYALOGENATED GROUP PROCEDURE FOR THEIR PRODUCTION AND DISINFESTING COMPOSITIONS THAT CONTAIN THEM AS AN ACTIVE INGREDIENT |
GB39148/77A GB1561469A (en) | 1976-09-21 | 1977-09-20 | Cyclopropane carboxylic acid esters |
PL1977200963A PL119266B1 (en) | 1976-09-21 | 1977-09-20 | Process for preparing novel esters of cyclopropanocarboxylic acids,containing multihalogen substituentrbonovykh kislot,soderzhahhikh poligalogennyjj zamestitel' |
BR7706313A BR7706313A (en) | 1976-09-21 | 1977-09-21 | PROCESS FOR THE PREPARATION OF COMPOUNDS, AND INSECTICID COMPOSITES, ACARICID COMPOSITES, NEMATIC COMPOSITES AND ANTIFUNGE COMPOSITES CONTAINING SUCH COMPOUNDS |
DE19772742546 DE2742546A1 (en) | 1976-09-21 | 1977-09-21 | NEW ESTERS OF CYCLOPROPANCARBONIC ACIDS WITH A POLYHALOGENATED SUBSTITUENT, PROCESS FOR THEIR PRODUCTION AND PESTICIDAL COMPOSITIONS |
CH1156677A CH630884A5 (en) | 1976-09-21 | 1977-09-21 | PESTICIDE COMPOSITION BASED ON NEW ESTERS OF CARBOXYLIC CYCLOPROPANE ACIDS COMPRISING A POLYHALOGEN SUBSTITUENT, THEIR USE AND THEIR PREPARATION. |
CA000287177A CA1242733A (en) | 1976-09-21 | 1977-09-21 | Cyclopropane carboxylic acid esters containing a polyhalogenic substituent, preparation process insecticide composition containing same |
NZ185226A NZ185226A (en) | 1976-09-21 | 1977-09-21 | Cyclopropane carboxylic acid esters and pesticidal compositions |
JP11274777A JPS5340744A (en) | 1976-09-21 | 1977-09-21 | Novel cyclopropane carboxylate containing polyhalogen substituent and agricultural chemical composition |
DE19772742547 DE2742547A1 (en) | 1976-09-21 | 1977-09-21 | NEW CYCLOPROPANCARBONIC ACIDS WITH A POLYHALOGENATED GROUP, METHOD OF MANUFACTURING AND PESTICIDAL COMPOSITIONS |
DD77201145A DD135152A5 (en) | 1976-09-21 | 1977-09-21 | INSECTICIDE, ACARICIDE AND NEMATICIDE MIXTURE |
CH1156777A CH627431A5 (en) | 1976-09-21 | 1977-09-21 | PROCESS FOR THE PREPARATION OF NOVEL CYCLOPROPANE CARBOXYLIC ACIDS COMPRISING A POLYHALOGEN GROUP. |
BR7706314A BR7706314A (en) | 1976-09-21 | 1977-09-21 | PROCESS FOR THE PREPARATION OF NEW CYCLE-PROPANO-CARBOXYLIC ACIDS, AS WELL AS ANTIFUNGAL COMPOSITES AND BIOCIDAL COMPOSITES CONTAINING SUCH ACIDS |
JP52112746A JPS6011689B2 (en) | 1976-09-21 | 1977-09-21 | Novel cyclopropanecarboxylic acid ester containing polyhalogenated substituent and method for producing the same |
CA000287204A CA1140589A (en) | 1976-09-21 | 1977-09-21 | Cyclopropane-carboxylic acids containing a polyhalogenated group, process for their preparation and their use in pesticide compositions |
IL52980A IL52980A0 (en) | 1976-09-21 | 1977-09-21 | New cyclopropane carboxylic acid esters process for preparing them and pesticidal compositions |
AU28989/77A AU512280B2 (en) | 1976-09-21 | 1977-09-21 | Cyclopropane carboxylic acids, antifungal and biocidal compositions |
IL52981A IL52981A0 (en) | 1976-09-21 | 1977-09-21 | New cyclopropane carboxylic acid derivatives process for their preparation and pesticidal compositions |
CS776114A CZ278747B6 (en) | 1977-07-19 | 1977-09-21 | Insecticidal, acaricidal and nematocidal agent and process for preparing an active component thereof |
AU28990/77A AU514599B2 (en) | 1976-09-21 | 1977-09-21 | Cyclopropane carboxylic acid esters and pesticidal and pharmaceutical compositions |
IL56400A IL56400A (en) | 1976-09-21 | 1979-01-09 | Alpha-cyano-3-phenoxybenzyl and 3,4,5,6-tetrahydrophthalimidomethyl esters of 2,2-dimethyl-3-(1,2,2,2-tetrahaloethyl)cyclopropane-carboxylic acids,process for preparing them and insecticidal,acaricidal and nematocidal compositions containing them |
NZ189552A NZ189552A (en) | 1976-09-21 | 1979-02-02 | Cyclopropane carboxylic acid esters containing a polyhalogenated substituent;pesticidal compositions |
AT0147279A AT363280B (en) | 1976-09-21 | 1979-02-26 | INSECTICIDES, ACARACIDES, NEMATICIDES OR FUNGICIDAL COMPOSITIONS |
US06/018,166 US4224227A (en) | 1976-09-21 | 1979-03-07 | Novel cyclopropane carboxylic acid esters |
PT67062A PT67062B1 (en) | 1976-09-21 | 1979-03-16 | PROCEDE DE PREPARATION DE NOUVEAUX ESTERS D'ACIDES CYCLOPROPANE CARBOXYLIQUES COMPORTANT A SUBSTITUANT POLYHALOGENE |
US06/038,728 US4279835A (en) | 1976-09-21 | 1979-05-14 | Novel cyclopropane carboxylic acid esters |
US06/038,563 US4231932A (en) | 1976-09-21 | 1979-05-14 | Phthalimidomethyl cyclopropane carboxylic acid esters |
PH22669A PH15593A (en) | 1976-09-21 | 1979-06-19 | Novel cyclopropane carboxylic acid esters |
US06/051,348 US4257978A (en) | 1976-09-21 | 1979-06-25 | Novel polyhalogenated cyclopropane carboxylic acid derivatives |
CH742780A CH630601A5 (en) | 1977-07-19 | 1980-10-03 | Cyclopropanecarboxylic acids containing a polyhalogenated group |
CH742680A CH630890A5 (en) | 1977-07-19 | 1980-10-03 | Esters of cyclopropanecarboxylic acids containing a halogenated substituent |
SU813254447A SU1316553A3 (en) | 1976-09-21 | 1981-03-12 | Method for producing cyclopropencarboxylic acids as r,cis- or r,trans-isomers |
US06/249,195 US4310542A (en) | 1976-09-21 | 1981-03-30 | Novel cyclopropane carboxylic acid esters |
YU1450/83A YU43317B (en) | 1976-09-21 | 1983-07-05 | Process for obtaining new cyclopropane carboxylic acid esters comprising a polyhalogenated substituent |
FI840658A FI73966C (en) | 1976-09-21 | 1984-02-17 | Process for Preparation of New Cyclopropane Carboxylic Acid Esters with a Polyhalogen Substituent Useful for Control of Parasites in Warm Blood Animals |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7722078A FR2398041A2 (en) | 1977-07-19 | 1977-07-19 | CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTS |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2398041A2 true FR2398041A2 (en) | 1979-02-16 |
FR2398041B2 FR2398041B2 (en) | 1981-02-13 |
Family
ID=9193492
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7722078A Granted FR2398041A2 (en) | 1976-09-21 | 1977-07-19 | CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTS |
Country Status (3)
Country | Link |
---|---|
CH (2) | CH630890A5 (en) |
CZ (1) | CZ278747B6 (en) |
FR (1) | FR2398041A2 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2463584A1 (en) * | 1979-08-17 | 1981-02-27 | Roussel Uclaf | WASTE INSECTICIDE COMPOSITIONS AND THEIR APPLICATION TO THE FIGHT AGAINST WELL INSECTS IN PREMISES |
FR2469403A1 (en) * | 1979-11-14 | 1981-05-22 | Roussel Uclaf | ESTERS OF HETEROCYCLIC ALCOHOLS, PROCESSES FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM |
FR2471187A1 (en) * | 1979-12-10 | 1981-06-19 | Roussel Uclaf | NEW COMPOSITIONS FOR THE CONTROL OF PARASITES OF HOT-BLOOD ANIMALS |
EP0033160A2 (en) * | 1980-02-05 | 1981-08-05 | Bayer Ag | Substituted 3-(1,2-dibromo-alkyl)-2,2-dimethyl-cyclopropan-1-carboxylic acid esters, their preparation and intermediates, and their application as insecticides |
FR2484256A1 (en) * | 1979-06-29 | 1981-12-18 | Roussel Uclaf | METHOD FOR CONTROLLING PARASITES OF HOT-BLOOD ANIMALS |
-
1977
- 1977-07-19 FR FR7722078A patent/FR2398041A2/en active Granted
- 1977-09-21 CZ CS776114A patent/CZ278747B6/en unknown
-
1980
- 1980-10-03 CH CH742680A patent/CH630890A5/en not_active IP Right Cessation
- 1980-10-03 CH CH742780A patent/CH630601A5/en not_active IP Right Cessation
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2484256A1 (en) * | 1979-06-29 | 1981-12-18 | Roussel Uclaf | METHOD FOR CONTROLLING PARASITES OF HOT-BLOOD ANIMALS |
FR2463584A1 (en) * | 1979-08-17 | 1981-02-27 | Roussel Uclaf | WASTE INSECTICIDE COMPOSITIONS AND THEIR APPLICATION TO THE FIGHT AGAINST WELL INSECTS IN PREMISES |
FR2469403A1 (en) * | 1979-11-14 | 1981-05-22 | Roussel Uclaf | ESTERS OF HETEROCYCLIC ALCOHOLS, PROCESSES FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM |
FR2471187A1 (en) * | 1979-12-10 | 1981-06-19 | Roussel Uclaf | NEW COMPOSITIONS FOR THE CONTROL OF PARASITES OF HOT-BLOOD ANIMALS |
EP0033160A2 (en) * | 1980-02-05 | 1981-08-05 | Bayer Ag | Substituted 3-(1,2-dibromo-alkyl)-2,2-dimethyl-cyclopropan-1-carboxylic acid esters, their preparation and intermediates, and their application as insecticides |
EP0033160A3 (en) * | 1980-02-05 | 1982-03-03 | Bayer Ag | Substituted 3-(1,2-dibromo-alkyl)-2,2-dimethyl-cyclopropan-1-carboxylic acid esters, their preparation and intermediates, and their application as insecticides |
Also Published As
Publication number | Publication date |
---|---|
CZ611477A3 (en) | 1994-02-16 |
CZ278747B6 (en) | 1994-06-15 |
CH630601A5 (en) | 1982-06-30 |
FR2398041B2 (en) | 1981-02-13 |
CH630890A5 (en) | 1982-07-15 |
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