FR2353228A1 - Acaricide and insecticide aryl-thiophene derivs. - prepd. e.g. by Gomberg-Bachmann arylation of thiophene (NL 5.12.77) - Google Patents

Acaricide and insecticide aryl-thiophene derivs. - prepd. e.g. by Gomberg-Bachmann arylation of thiophene (NL 5.12.77)

Info

Publication number
FR2353228A1
FR2353228A1 FR7716377A FR7716377A FR2353228A1 FR 2353228 A1 FR2353228 A1 FR 2353228A1 FR 7716377 A FR7716377 A FR 7716377A FR 7716377 A FR7716377 A FR 7716377A FR 2353228 A1 FR2353228 A1 FR 2353228A1
Authority
FR
France
Prior art keywords
thiophene
phenyl
halomethyl
alkyl
substd
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.)
Withdrawn
Application number
FR7716377A
Other languages
French (fr)
Inventor
Douglas Irving Relyea
Winchester Loomis Hubbard
Robert Edward Grahame Jr
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.)
Uniroyal Inc
Original Assignee
Uniroyal Inc
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 Uniroyal Inc filed Critical Uniroyal Inc
Publication of FR2353228A1 publication Critical patent/FR2353228A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/28—Halogen 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
    • C07D333/08—Hydrogen atoms or radicals containing only hydrogen and carbon 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
    • C07D333/12—Radicals substituted by halogen atoms or nitro or nitroso radicals
    • 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
    • C07D333/02—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
    • C07D333/18—Radicals substituted by singly bound hetero atoms other than halogen by sulfur 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

New process for controlling or combatting injurious mites or insects comprises contacting them with a substd. thiophene of formula (I). In (I) A is phenyl, naphthyl, or phenyl substd. by F, Cl, Br, NO2, 1-5C alkyl, 5-6C cycloalkyl, phenyl, 1-3C alkylthio, 1-3C alkoxy, 1-2C alkylenendioxy and/or halomethyl (halomethyl carrying 1-3 halogen atoms from F, Cl and Br); Y is as A and can also be H, F, Cl, Br, phenylthio, phenylsuphono, or phenylthio substd. by F, Cl, Br, NO2, 1-5C alkyl, 5-6C alkyl, 5-6C cycloalkyl, 1-3C alkoxy and/or halomethyl; Z is H, phenyl or phenyl substd. by F, Cl, Br, NO2, 1-5C alkyl, 1-3C alkoxy and/or halomethyl. (I) are useful for controlling injurious arthropods, esp. mites and insects, and may be used in plant protection, opt. in conjunction with other active ingredients such as insecticides, acaricides, fungicides or bactericides. When cotton plants infested with adults of Tetranychusurticae were sprayed with a 1000 ppm dispersion of 2-(p-methylthiophenyl) thiophene, 100% kill was obtd. within 6 days; 2-(o-diphenylyl) thiophene gave 75% kill in the same test.
FR7716377A 1976-06-01 1977-05-27 Acaricide and insecticide aryl-thiophene derivs. - prepd. e.g. by Gomberg-Bachmann arylation of thiophene (NL 5.12.77) Withdrawn FR2353228A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US69166076A 1976-06-01 1976-06-01

Publications (1)

Publication Number Publication Date
FR2353228A1 true FR2353228A1 (en) 1977-12-30

Family

ID=24777438

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7716377A Withdrawn FR2353228A1 (en) 1976-06-01 1977-05-27 Acaricide and insecticide aryl-thiophene derivs. - prepd. e.g. by Gomberg-Bachmann arylation of thiophene (NL 5.12.77)

Country Status (5)

Country Link
JP (1) JPS52148067A (en)
CA (1) CA1086643A (en)
DE (1) DE2724494A1 (en)
FR (1) FR2353228A1 (en)
NL (1) NL7706027A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0154887A1 (en) * 1984-02-29 1985-09-18 Merck & Co. Inc. New 2,5-diaryl tetrahydrothiophenes and analogs thereof as paf-antagonists
US4999436A (en) * 1987-09-22 1991-03-12 Merck & Co., Inc. Aryl-substituted thiophene 3-ols, derivatives and analogs useful as lipoxgenase inhibitors

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4426524A (en) 1980-09-02 1984-01-17 Fmc Corporation Heterocyclic substituted benzyl alcohol, insecticidal ester derivatives, and intermediates
DE10353281A1 (en) 2003-11-14 2005-06-16 Bayer Cropscience Ag Combination of active ingredients with insecticidal and acaricidal properties
DE102007045922A1 (en) 2007-09-26 2009-04-02 Bayer Cropscience Ag Drug combinations with insecticidal and acaricidal properties
EP2127522A1 (en) 2008-05-29 2009-12-02 Bayer CropScience AG Active-agent combinations with insecticidal and acaricidal properties
EP2382865A1 (en) 2010-04-28 2011-11-02 Bayer CropScience AG Synergistic active agent compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0154887A1 (en) * 1984-02-29 1985-09-18 Merck & Co. Inc. New 2,5-diaryl tetrahydrothiophenes and analogs thereof as paf-antagonists
US4999436A (en) * 1987-09-22 1991-03-12 Merck & Co., Inc. Aryl-substituted thiophene 3-ols, derivatives and analogs useful as lipoxgenase inhibitors

Also Published As

Publication number Publication date
JPS52148067A (en) 1977-12-08
DE2724494A1 (en) 1977-12-08
CA1086643A (en) 1980-09-30
NL7706027A (en) 1977-12-05
JPS558506B2 (en) 1980-03-04

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Legal Events

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