FR2290415A1 - Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters - Google Patents

Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters

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Publication number
FR2290415A1
FR2290415A1 FR7436770A FR7436770A FR2290415A1 FR 2290415 A1 FR2290415 A1 FR 2290415A1 FR 7436770 A FR7436770 A FR 7436770A FR 7436770 A FR7436770 A FR 7436770A FR 2290415 A1 FR2290415 A1 FR 2290415A1
Authority
FR
France
Prior art keywords
substd
oxo
phenyl
atoms
dichlorovinyl
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
FR7436770A
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French (fr)
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FR2290415B3 (en
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Individual
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Individual
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Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to FR7436770A priority Critical patent/FR2290415A1/en
Publication of FR2290415A1 publication Critical patent/FR2290415A1/en
Application granted granted Critical
Publication of FR2290415B3 publication Critical patent/FR2290415B3/fr
Granted legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
    • C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C07D207/452—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18—Benzotriazoles
    • 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
    • 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
    • C07D307/77—Heterocyclic 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
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/80—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Abstract

Cyclopropanecarboxylic acid derivs of formula (I) are new: (where R is a 3-R'-2-methyl-4-oxo-2-cyclopentyl gp. or a gp. of formula CH2R2, R1 is o-5C alkenyl,3-5C alkynyl or pentadienyl, R2 is a maleimido gp. opt. substd. by phenyl and/or lower alkyl, a phthalimido, dihyrophthalimido, tetrahydrophtalimido, 4-oxo-1,2,3-benzotriazin-3-yl or 5-aza-4-oxo-1,2,3-benzotriazin-3-yl gp., a phenyl gp. substd. by 2-5 Cl atoms, an anisyl or tolyl gp. substd. by 1-4 Cl atoms, a xylyl or dimethoxyphenyl gp. substd. by 1-3Cl atoms, or a phenyl, furyl or thienyl gp. opt. substd. by a tri- or tetramethylene bridge or by a halogen atom or by 1 or 2 gps. selected from lower alkyl, lower alkenyl, pentadienyl, lower alkynyl, benzyl, furfuryl, thenyl and pyridylmethyl). Cpds. (I) are insecticides of higher activity than the corresp. 2,2-dimethylvinyl derivs.
FR7436770A 1974-11-06 1974-11-06 Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters Granted FR2290415A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7436770A FR2290415A1 (en) 1974-11-06 1974-11-06 Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7436770A FR2290415A1 (en) 1974-11-06 1974-11-06 Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters

Publications (2)

Publication Number Publication Date
FR2290415A1 true FR2290415A1 (en) 1976-06-04
FR2290415B3 FR2290415B3 (en) 1977-08-05

Family

ID=9144693

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7436770A Granted FR2290415A1 (en) 1974-11-06 1974-11-06 Insecticidal chrysanthemic acid analogues - viz. 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate esters

Country Status (1)

Country Link
FR (1) FR2290415A1 (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2658074A1 (en) * 1976-12-22 1978-07-06 Bayer Ag Cyclopropane carboxylic ester(s) with halobenzyl alcohol(s) - useful as insecticides and acaricides, in plant protection, storage of food etc. and in hygienic applications
EP0001712A2 (en) * 1977-10-20 1979-05-02 FMC Corporation (1,1'-Biphenyl)-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates, agricultural compositions and methods of use and manufacture
FR2409261A1 (en) * 1977-11-21 1979-06-15 Nat Res Dev PYRETHROID TYPE PESTICIDE COMPOUNDS AND THEIR PREPARATION PROCESS
US4231932A (en) * 1976-09-21 1980-11-04 Roussel Uclaf Phthalimidomethyl cyclopropane carboxylic acid esters
US4375476A (en) * 1980-10-14 1983-03-01 Fmc Corporation Insecticidal (2,6-dimethyl-3-substituted phenyl)methyl cyclopropanecarboxylates
EP0074132A1 (en) * 1981-08-31 1983-03-16 Shell Internationale Researchmaatschappij B.V. Protection of crops against soil pests employing an alkylbenzyl cyclopropane carboxylate, novel cyclopropane carboxylates, and compositions containing them
US4464391A (en) * 1978-05-25 1984-08-07 National Research Development Corporation Pesticides
US4496586A (en) * 1980-10-09 1985-01-29 Sumitomo Chemical Company, Limited Cyclopropanecarboxylates, their production and insecticide containing them as an active ingredient
DK156426B (en) * 1976-12-22 1989-08-21 Bayer Ag INSECTICIDE AND ACARICIDE CYCLOPROPANCARBOXYL ACID ESTERS OF HALOGENERED BENZYL ALCOHOLS, INSECTICIDE AND ACARICIDE AGENTS CONTAINING THESE COMPOUNDS, AND PROCEDURES FOR COMBATING INSECTS AND ACTS

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4231932A (en) * 1976-09-21 1980-11-04 Roussel Uclaf Phthalimidomethyl cyclopropane carboxylic acid esters
DE2658074A1 (en) * 1976-12-22 1978-07-06 Bayer Ag Cyclopropane carboxylic ester(s) with halobenzyl alcohol(s) - useful as insecticides and acaricides, in plant protection, storage of food etc. and in hygienic applications
DK156426B (en) * 1976-12-22 1989-08-21 Bayer Ag INSECTICIDE AND ACARICIDE CYCLOPROPANCARBOXYL ACID ESTERS OF HALOGENERED BENZYL ALCOHOLS, INSECTICIDE AND ACARICIDE AGENTS CONTAINING THESE COMPOUNDS, AND PROCEDURES FOR COMBATING INSECTS AND ACTS
EP0001712A2 (en) * 1977-10-20 1979-05-02 FMC Corporation (1,1'-Biphenyl)-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates, agricultural compositions and methods of use and manufacture
EP0001712A3 (en) * 1977-10-20 1979-05-16 Fmc Corporation (1,1'-biphenyl)-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates, agricultural compositions and methods of use and manufacture
FR2409261A1 (en) * 1977-11-21 1979-06-15 Nat Res Dev PYRETHROID TYPE PESTICIDE COMPOUNDS AND THEIR PREPARATION PROCESS
US4464391A (en) * 1978-05-25 1984-08-07 National Research Development Corporation Pesticides
US4496586A (en) * 1980-10-09 1985-01-29 Sumitomo Chemical Company, Limited Cyclopropanecarboxylates, their production and insecticide containing them as an active ingredient
US4375476A (en) * 1980-10-14 1983-03-01 Fmc Corporation Insecticidal (2,6-dimethyl-3-substituted phenyl)methyl cyclopropanecarboxylates
EP0074132A1 (en) * 1981-08-31 1983-03-16 Shell Internationale Researchmaatschappij B.V. Protection of crops against soil pests employing an alkylbenzyl cyclopropane carboxylate, novel cyclopropane carboxylates, and compositions containing them

Also Published As

Publication number Publication date
FR2290415B3 (en) 1977-08-05

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