CA1277668C - Derives polyhaloalceniques a proprietes pesticides - Google Patents

Derives polyhaloalceniques a proprietes pesticides

Info

Publication number
CA1277668C
CA1277668C CA000511879A CA511879A CA1277668C CA 1277668 C CA1277668 C CA 1277668C CA 000511879 A CA000511879 A CA 000511879A CA 511879 A CA511879 A CA 511879A CA 1277668 C CA1277668 C CA 1277668C
Authority
CA
Canada
Prior art keywords
trifluoro
compound
effective amount
butenylthio
thiadiazole
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 - Lifetime
Application number
CA000511879A
Other languages
English (en)
Inventor
Anthony J. Martinez
Thomas G. Cullen
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.)
FMC Corp
Original Assignee
FMC Corp
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 FMC Corp filed Critical FMC Corp
Application granted granted Critical
Publication of CA1277668C publication Critical patent/CA1277668C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members 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
    • C07D207/36Oxygen or sulfur atoms
    • C07D207/402,5-Pyrrolidine-diones
    • C07D207/4042,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40Halogenated unsaturated alcohols
    • C07C33/42Halogenated unsaturated alcohols acyclic
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/02Acyclic compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/06Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/10Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/32Cyclic imides of polybasic carboxylic acids or thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40Halogenated unsaturated alcohols
    • C07C33/42Halogenated unsaturated alcohols acyclic
    • C07C33/423Halogenated unsaturated alcohols acyclic containing only double bonds as unsaturation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C331/00Derivatives of thiocyanic acid or of isothiocyanic acid
    • C07C331/16Isothiocyanates
    • C07C331/18Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms
    • C07C331/22Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/62Halogen-containing esters
    • C07C69/63Halogen-containing esters of saturated acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/061,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
    • C07D271/071,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/101,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/1131,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D275/00Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/04Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D275/06Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D277/16Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/36Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/081,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/135Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic 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
    • C07D307/56Heterocyclic 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 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
    • C07D307/70Nitro radicals
    • C07D307/71Nitro radicals attached in position 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic 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
    • C07D333/26Heterocyclic 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/34Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic 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
    • C07D333/26Heterocyclic 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
CA000511879A 1985-06-20 1986-06-18 Derives polyhaloalceniques a proprietes pesticides Expired - Lifetime CA1277668C (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US74714285A 1985-06-20 1985-06-20
US74691185A 1985-06-20 1985-06-20
US747,142 1985-06-20
US746,911 1985-06-20

Publications (1)

Publication Number Publication Date
CA1277668C true CA1277668C (fr) 1990-12-11

Family

ID=27114667

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000511879A Expired - Lifetime CA1277668C (fr) 1985-06-20 1986-06-18 Derives polyhaloalceniques a proprietes pesticides

Country Status (12)

Country Link
EP (1) EP0228447A4 (fr)
KR (1) KR910000247B1 (fr)
CN (1) CN86104207A (fr)
AU (1) AU601656B2 (fr)
BR (1) BR8606746A (fr)
CA (1) CA1277668C (fr)
DK (1) DK84387A (fr)
HU (1) HU204022B (fr)
IL (1) IL79143A0 (fr)
MY (1) MY102076A (fr)
OA (1) OA08484A (fr)
WO (1) WO1986007590A1 (fr)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0263066A3 (fr) * 1986-09-26 1988-06-01 Ciba-Geigy Ag Dérivés de 2-mercapto-oxadiazole et -thiadiazole, procédé pour leur préparation et nématicides les contenant
ATE94544T1 (de) * 1987-04-03 1993-10-15 Ciba Geigy Ag 2-mercapto-5-pyridyl-1,3,4-oxadiazole und -1,3,4- thiadiazole, verfahren zu ihrer herstellung und ihre verwendung als nematizide mittel.
EP0290379A3 (fr) * 1987-04-03 1989-02-22 Ciba-Geigy Ag 2-Mercapto-5-pyrazinyl-1,3,4-oxadiazoles et -1,3,4-thiadiazoles, procédé pour leur préparation et leur utilisation comme agents nematicides
ES2034371T3 (es) * 1987-12-18 1993-04-01 Ciba-Geigy Ag Procedimiento para la preparacion de 2-tio-5-difluormetiltio-1,3,4-tiadiazol y productos nematocidas.
EP0323869A1 (fr) * 1988-01-06 1989-07-12 Shell Internationale Researchmaatschappij B.V. Dérivés de saccharine
EP0364395A1 (fr) * 1988-09-23 1990-04-18 Ciba-Geigy Ag Agents nématicides
DD295522A5 (de) * 1989-07-26 1991-11-07 �����@������������������k�� 5-Alkyl-1,3,4-Thiadiazole, Verfahren zu ihrer Herstellung und Verwendung als Schädlingsbekämpfungsmittel
CA2104005A1 (fr) * 1991-03-01 1992-09-02 Peter Gerrard Ruminsky Composes de type fluoroalkenyle et leur utilisation comme repulsifs de ravageurs
IL112721A0 (en) * 1994-03-10 1995-05-26 Zeneca Ltd Azole derivatives
US5514717A (en) * 1994-10-26 1996-05-07 Monsanto Company Fluoroalkenyl compounds and their use as pest control agents
DE4439334A1 (de) * 1994-11-04 1996-05-09 Bayer Ag Dithiocarbazonsäurebutenylester
DE4445792A1 (de) * 1994-12-21 1996-06-27 Bayer Ag Fluorbutenyl(thio)ether
US5811578A (en) * 1995-05-23 1998-09-22 Monsanto Company Fluoroalkenyl compounds and their use as pest control agents
FR2786178A1 (fr) 1998-11-25 2000-05-26 Solvay Monomeres trifluorovinyliques fonctionnels et leur copolymerisation avec des olefines fluorees
JP2001019685A (ja) * 1999-07-06 2001-01-23 Nippon Bayer Agrochem Co Ltd 殺センチュウ性トリフルオロブテン類
DE10034132A1 (de) * 2000-07-13 2002-01-24 Bayer Ag Heterocyclische Fluoralkenylthioether (lll)
DE10034130A1 (de) 2000-07-13 2002-01-24 Bayer Ag Heterocyclische Fluoralkenylthioether (lV)
JP2003113168A (ja) * 2001-09-28 2003-04-18 Bayer Ag 殺センチュウ性トリフルオロブテン誘導体
DE10229776A1 (de) 2002-07-03 2004-01-22 Bayer Cropscience Ag Verfahren zum Herstellen von heterocyclischen Fluoralkenylsulfonen
US20060014805A1 (en) * 2002-08-01 2006-01-19 Markus Kordes Pesticidal fluoroalkene derivatives
DE10319590A1 (de) 2003-05-02 2004-11-18 Bayer Cropscience Ag Wirkstoffkombinationen mit nematiziden und insektiziden Eigenschaften basierend auf Trifluorbutenyl-Verbindungen
DE10319591A1 (de) 2003-05-02 2004-11-18 Bayer Cropscience Ag Wirkstoffkombinationen mit nematiziden, insektiziden und fungiziden Eigenschaften basierend auf Trifluorbutenyl-Verbindungen
JP2005008567A (ja) * 2003-06-19 2005-01-13 Bayer Cropscience Ag 殺センチュウ性チアゾリン含有フルオロブテン類
JP2005089383A (ja) * 2003-09-18 2005-04-07 Bayer Cropscience Ag 新規チアジアゾール含有ジフルオロアルケン類及び有害生物防除剤としての利用
AP3802A (en) 2011-06-24 2016-08-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
CN102696609B (zh) * 2012-01-10 2013-09-11 山东中农联合生物科技有限公司 一种含吡啶的三氟丁烯类杀虫剂
CN102838593B (zh) * 2012-10-08 2015-01-07 贵州大学 2-(4-甲基-1,2,3-噻二唑)-5-(取代基)-1,3,4-噁(噻)二唑类衍生物及其应用
WO2014100166A1 (fr) 2012-12-19 2014-06-26 Dow Agrosciences Llc Compositions pesticides et procédés associés
WO2014120355A1 (fr) 2012-12-19 2014-08-07 Dow Agrosciences Llc Compositions de pesticide et leurs procédés associés
TWI621604B (zh) 2012-12-19 2018-04-21 陶氏農業科學公司 殺蟲組成物及其相關之方法
WO2014100190A1 (fr) 2012-12-19 2014-06-26 Dow Agrosciences Llc Compositions pesticides et leurs procédés associés
WO2014100206A1 (fr) * 2012-12-19 2014-06-26 Dow Agrosciences Llc Compositions pesticides et leurs procédés associés
CN103193769A (zh) * 2013-04-15 2013-07-10 南开大学 一类4-甲基-1,2,3-噻二唑-5-三唑类化合物及其制备方法和用途
TWI667224B (zh) 2014-06-09 2019-08-01 美商陶氏農業科學公司 殺蟲組成物及與其相關之方法
CN106554335B (zh) * 2015-09-30 2017-09-19 山东省联合农药工业有限公司 一种反式结构的含内酯环的杀线虫剂及其制备方法和用途
CN108697091B (zh) 2016-01-25 2021-07-23 美国陶氏益农公司 具有杀虫效用的分子,以及与其相关的中间体、组合物和方法
CN105646393A (zh) * 2016-03-31 2016-06-08 贵州大学 含三氟丁烯的1,3,4-噁(噻)二唑硫醚(砜)类衍生物、其制备方法及应用
CN106397420B (zh) * 2016-09-05 2018-10-09 郑州大学 3-(5-芳基-1,3,4-噁二唑-2-基)细辛素类衍生物、其制备方法及应用
TWI780112B (zh) 2017-03-31 2022-10-11 美商科迪華農業科技有限責任公司 具有殺蟲效用之分子,及其相關之中間物、組成物暨方法
CN107903338A (zh) * 2017-11-23 2018-04-13 中国科学院海洋研究所 一种壳寡糖衍生物及其制备方法和应用
WO2019123196A1 (fr) 2017-12-20 2019-06-27 Pi Industries Ltd. Composés fluoroalcényles, procédé pour leur préparation et leur utilisation
IT201800004120A1 (it) * 2018-03-30 2019-09-30 Isagro Spa Esteri di composti eterociclici ad attività nematocida, loro composizioni agronomiche e relativo uso
AR116506A1 (es) 2018-09-26 2021-05-12 Adama Makhteshim Ltd Proceso e intermediarios para la preparación de fluensulfona
WO2020095161A1 (fr) 2018-11-05 2020-05-14 Pi Industries Ltd. Composés nitrones et leur utilisation
CN113912495A (zh) * 2020-07-09 2022-01-11 山东省联合农药工业有限公司 一种含氟丁烯酯类衍生物及其制备方法与用途

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058990A (en) * 1961-01-19 1962-10-16 Monsanto Chemicals Haloallylthiadiazoles
US3080405A (en) * 1961-08-02 1963-03-05 Dow Chemical Co 3, 3-difluoroallyl esters
FR1528170A (fr) * 1965-06-18 1968-06-07 Agripat Sa 3-oxo-1, 2-dithioles, leur préparation et leur application comme agents de lutte contre les micro-organismes
US3513172A (en) * 1965-09-27 1970-05-19 Stauffer Chemical Co 3-phenyl-5-(3,4,4-trifluoro-3-butenylthio)1,2,4-thiadiazole
US3666818A (en) * 1965-09-27 1972-05-30 Stauffer Chemical Co Trifluorobutenyl sulfides
US3463856A (en) * 1967-04-05 1969-08-26 Ihara Chem Co Ltd Method for controlling phytopathogenic fungi and bacteria on plants by applying dichloroalkenylhydrophthalimides thereto
US3697536A (en) * 1969-11-20 1972-10-10 Stauffer Chemical Co Composition of matter
US3780050A (en) * 1969-11-20 1973-12-18 Stauffer Chemical Co 2-thiobenzoxazolyl and 2-thiobenzothiazolyl trifluoro butenyl compounds
JPS498259A (fr) * 1972-05-10 1974-01-24
AU1587683A (en) * 1983-06-17 1984-12-20 Merck & Co., Inc. 2,3-dihalo-2,3-disubstituted propanoates
JPS6064940A (ja) * 1983-09-21 1985-04-13 Daikin Ind Ltd 含フッ素オレフィン
FR2575156B1 (fr) * 1984-12-26 1987-01-23 Atochem Telogenes fluores a terminaison ccl3, leur preparation et cotelomeres bisequences en derivant

Also Published As

Publication number Publication date
BR8606746A (pt) 1987-10-13
HUT42424A (en) 1987-07-28
CN86104207A (zh) 1987-04-01
OA08484A (fr) 1988-07-29
EP0228447A1 (fr) 1987-07-15
IL79143A0 (en) 1986-09-30
DK84387D0 (da) 1987-02-19
MY102076A (en) 1992-03-31
EP0228447A4 (en) 1990-12-27
KR870700589A (ko) 1987-12-30
KR910000247B1 (ko) 1991-01-23
AU601656B2 (en) 1990-09-13
WO1986007590A1 (fr) 1986-12-31
AU6122986A (en) 1987-01-13
HU204022B (en) 1991-11-28
DK84387A (da) 1987-02-19

Similar Documents

Publication Publication Date Title
CA1277668C (fr) Derives polyhaloalceniques a proprietes pesticides
KR960002556B1 (ko) 이미다졸 화합물 및 이를 함유하는 유해 유기체 방제용 살균 조성물
CA1113476A (fr) Derives du cyanopyrrole
HU185881B (en) Herbicide composition and process for preparing azolyloxy-carboxylic acid amide derivatives applied as active substances
US4952580A (en) Pesticidal polyhaloalkene derivatives
JP2764265B2 (ja) 殺微生物剤組成物
CN107266383A (zh) 作为杀菌剂的杂芳基哌啶和杂芳基哌嗪衍生物
EP0313091B1 (fr) Dérivés amidés, leur préparation et les compositions fongicides en agriculture et horticulture les contenant
FR2568881A1 (fr) Derives thia (oxa) diazole, compositions herbicides les contenant et procede pour leur preparation
FR2597866A1 (fr) Derives du pyrazole, procede de preparation de ceux-ci et fongicide les contenant.
ES2260908T3 (es) Derivados de pirazolinona.
US4791124A (en) Photoactive azole pesticides
KR840001620B1 (ko) 제초제 조성물
US4353916A (en) Benzothiazol-2-ones and phytopathogenic fungicidal use thereof
SE431982B (sv) 1,2,3-tiadiazol-3-in-5-ylidenkarbamider till anvendning som tillvextreglerande medel for vexter
JPS63500037A (ja) 殺虫剤ポリハロアルケン誘導体類
FR2532938A1 (fr) Nouveaux derives du thiophene, leur preparation et leur utilisation en tant que fongicides
JPH02134372A (ja) 殺線虫剤および殺真菌剤組成物
US20110021572A1 (en) Fungicide hydroximoyl-tetrazole derivatives
ES2220014T3 (es) 2-aril-delta-1,3,4-(oxa y tia)diazolinas como agentes insecticidas y acaricidas.
JP2016511264A (ja) 殺菌性3−{フェニル[(ヘテロシクリルメトキシ)イミノ]メチル}−オキサジアゾロン誘導体
TW575570B (en) 5-carboxanilido-2,4-bis-trifluoromethylthiazoles and their use to control rice blast
JPH03287585A (ja) ウラシル誘導体および有害生物防除剤
JPH0368566A (ja) 5‐置換3‐アリールインオキサゾール‐誘導体、その製法及びこれを含有する有害生物防除剤
KR950013766B1 (ko) N-비닐이미다졸리딘 유도체, 이의 제조방법, 활성 성분으로서 이를 함유하는 살충제 및 이의 중간체

Legal Events

Date Code Title Description
MKLA Lapsed
MKLA Lapsed

Effective date: 19940612