FR2398715A2 - Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78) - Google Patents

Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78)

Info

Publication number
FR2398715A2
FR2398715A2 FR7722746A FR7722746A FR2398715A2 FR 2398715 A2 FR2398715 A2 FR 2398715A2 FR 7722746 A FR7722746 A FR 7722746A FR 7722746 A FR7722746 A FR 7722746A FR 2398715 A2 FR2398715 A2 FR 2398715A2
Authority
FR
France
Prior art keywords
cyclopropane
ring
poly
insecticides
mono
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
FR7722746A
Other languages
French (fr)
Other versions
FR2398715B2 (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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR7722746A priority Critical patent/FR2398715A2/en
Publication of FR2398715A2 publication Critical patent/FR2398715A2/en
Application granted granted Critical
Publication of FR2398715B2 publication Critical patent/FR2398715B2/fr
Granted legal-status Critical Current

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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/58—Preparation of carboxylic acid halides
    • C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/15—Saturated compounds containing halogen
    • 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

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Cyclopropane-carboxylic acid derivs. of formula (I) and isomers are new: (where X1 is H, F, Cl or Br; X2 is F, Cl or Br; X3 is Cl, Br or I. R is a gp. of formula (II)-(VI): Ring A is opt. mono- or poly-substd. by 1-4C alkyl, 2-6C alkenyl, 2-6C alkynyloxy, 4-8C alkadienyl, methylenedioxy, benzyl and/or halogen. R1 is H or Me. R2 is monocyclic aryl or CH2C=CH. R3 is a mono- or polyunsatd. 2-6C aliphatic gp. R4 is H, CN or C=CH. R5 is Cl or Me. n = 0-2 R6-R9 are H, Cl or Me. Ring B is aromatic or a di- or tetrahydro ring. (I) have insecticidal, acaricidal and nematocidal activity. They can be used as agricultural pesticides (e.g. against aphids, caterpillars, spider mites and soil nematodes), insecticides against domestic and storage pests, and veterinary medicaments (e.g. for topical or systemic control of ticks). Cpds. (I: R = (V); R4 = CN; n = 0) also have fungicidal activity, e.g. against Fusarium and Botrytis. A typical cpd. is (S)-alpha-cyano-3-phenoxybenzyl (IR, cis)-2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropane-1-carbo- xylate.
FR7722746A 1977-07-25 1977-07-25 Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78) Granted FR2398715A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7722746A FR2398715A2 (en) 1977-07-25 1977-07-25 Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7722746A FR2398715A2 (en) 1977-07-25 1977-07-25 Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78)

Publications (2)

Publication Number Publication Date
FR2398715A2 true FR2398715A2 (en) 1979-02-23
FR2398715B2 FR2398715B2 (en) 1980-07-11

Family

ID=9193744

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7722746A Granted FR2398715A2 (en) 1977-07-25 1977-07-25 Poly:haloethyl-cyclopropane-carboxylate ester(s) - useful as insecticides, acaricides, nematocides, fungicides (BE 20.3.78)

Country Status (1)

Country Link
FR (1) FR2398715A2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Also Published As

Publication number Publication date
FR2398715B2 (en) 1980-07-11

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