GB1392479A - O-substituted thiophene oxime carbamates and their use as pesticides - Google Patents

O-substituted thiophene oxime carbamates and their use as pesticides

Info

Publication number
GB1392479A
GB1392479A GB5334572A GB5334572A GB1392479A GB 1392479 A GB1392479 A GB 1392479A GB 5334572 A GB5334572 A GB 5334572A GB 5334572 A GB5334572 A GB 5334572A GB 1392479 A GB1392479 A GB 1392479A
Authority
GB
United Kingdom
Prior art keywords
group
formula
carbon atoms
alkyl
substituted
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.)
Expired
Application number
GB5334572A
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.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
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 Abbott Laboratories filed Critical Abbott Laboratories
Publication of GB1392479A publication Critical patent/GB1392479A/en
Expired 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
    • C07D333/42—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 with nitro or nitroso radicals directly attached to ring carbon atoms
    • C07D333/44—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 with nitro or nitroso radicals directly attached to ring carbon atoms attached in position 5
    • 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
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • 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

Landscapes

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

Abstract

1392479 Substituted thiophene oxime carbamates ABBOTT LABORATORIES 17 Nov 1972 [22 Nov 1971] 53345/72 Heading C2C Novel compounds have the Formula I in which each of R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> is independently a hydrogen or halogen atom, an alkyl group having 1-7 carbon atoms or a nitro or cyano group, R<SP>4</SP> is a hydrogen atom, an alkyl or haloalkyl group each having 1-7 carbon atoms or an aryl, thiol, alkylthio, arylthio, substituted arylthio, alkylsulphonyl, arylsulphonyl, substituted arylsulphonyl or cyano group and R<SP>5</SP> is a hydrogen atom or an alkyl, aryl or substituted aryl group or an alkenyl group having 2-7 carbon atoms, provided that at least one of R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP>, R<SP>4</SP> and R<SP>6</SP> comprises a halogen atom or a nitro or cyano group and when R<SP>3</SP> is an alkyl group having 1-7 carbon atoms and neither R<SP>1</SP> nor R<SP>2</SP> is a nitro group then R<SP>5</SP> is an aryl, substituted aryl or alkenyl group having 2-7 carbon atoms. The carbamates of Formula I are obtained by reacting 1 mole of an oxime of Formula II with 1 mole of an isocyanate of formula, R<SP>5</SP>-NCO, preferably by adding the latter to a solution of the oxime in an aprotic solvent containing a tertiary amine catalyst. The thiophene oximes of Formula II, wherein each of R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> is independently hydrogen or halogen or a nitro group and R<SP>4</SP> is an alkyl or haloalkyl group each having 1-7 carbon atoms or a cyano, alkylthio or arylthio group, with the proviso that when R<SP>4</SP> is C 1-7 alkyl at least one of R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> is NO 2 and another is a halogen, are said to be novel compounds. Examples describe the preparation of the oxime precursors (1-16) and of the carbamates of Formula I (17-38) and the use of the latter as pesticides.
GB5334572A 1971-11-22 1972-11-17 O-substituted thiophene oxime carbamates and their use as pesticides Expired GB1392479A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US20118471A 1971-11-22 1971-11-22

Publications (1)

Publication Number Publication Date
GB1392479A true GB1392479A (en) 1975-04-30

Family

ID=22744818

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5334572A Expired GB1392479A (en) 1971-11-22 1972-11-17 O-substituted thiophene oxime carbamates and their use as pesticides

Country Status (9)

Country Link
JP (1) JPS4858138A (en)
CA (1) CA983512A (en)
CH (2) CH561198A5 (en)
DE (1) DE2257062A1 (en)
FR (1) FR2169791B1 (en)
GB (1) GB1392479A (en)
IT (1) IT972256B (en)
PH (1) PH11684A (en)
ZA (1) ZA728061B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4736055A (en) * 1985-04-12 1988-04-05 Ciba-Geigy Corporation Oxime sulfonates containing reactive groups

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2428036A1 (en) * 1978-06-08 1980-01-04 Rolland Sa A NOVEL SYNTHESIS INTERMEDIATES FOR THE PREPARATION OF 0- (AMINO ALKYL) DIAROMATIC OXIMES
US4347372A (en) * 1978-09-01 1982-08-31 Ciba-Geigy Corporation Benzoxazolyl-glyoxylonitrile-2-oxime ether derivatives
DE4011172A1 (en) * 1990-04-06 1991-10-10 Degussa COMPOUNDS FOR CONTROLLING PLANT DISEASES

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4736055A (en) * 1985-04-12 1988-04-05 Ciba-Geigy Corporation Oxime sulfonates containing reactive groups

Also Published As

Publication number Publication date
FR2169791B1 (en) 1974-05-10
IT972256B (en) 1974-05-20
FR2169791A1 (en) 1973-09-14
JPS4858138A (en) 1973-08-15
ZA728061B (en) 1973-07-25
DE2257062A1 (en) 1973-05-24
CH560508A5 (en) 1975-04-15
CH561198A5 (en) 1975-04-30
AU4905672A (en) 1974-05-23
PH11684A (en) 1978-05-19
CA983512A (en) 1976-02-10

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Legal Events

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