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US4271186A Expired / Lapsed US ⏱️ 0.0 years remaining

Stilbene compounds and insecticidal/acaricidal compositions

Assignee: Bayer AG
•
Filing: 1979-06-29
•
Granted: 1981-06-02
•
Expires: 1999-06-29
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Abstract

Abstract The invention relates to certain new stilbene derivatives of the general formula ##STR1## in which R, R 1 and R 2 have the below mentioned meaning, to a process for their preparation and to their use as arthropodicides, especially as insecticides and acaricides.

Inventors

  • 👤 Heinz Forster
  • 👤 Rainer Fuchs
  • 👤 Ingeborg Hammann
  • 👤 Wilhelm Stendel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 17:24
CPC Classifications
C; C07; C07C; C07C255/00; A; A01; A01N; A01N37/00; A01N37/02; A01N37/08; A01N37/10; A01N37/36; A01N37/38; A01N43/00; A01N43/02; A01N43/24; A01N43/26; A01N43/28; A01N43/30; A01N47/00; A01N47/02; A01N53/00; C07C29/00; C07C29/132; C07C29/136; C07C29/147; C07C33/00; C07C33/28; C07C33/40; C07C33/46; C07C33/48; C07C33/486; C07C45/00; C07C45/56; C07C45/562; C07C45/565; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/58; C07D317/60

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 60 words
Stilbene compound of the formula ##STR68## wherein R is the radical ##STR69## wherein R 1 is hydrogen, cyano or ethynyl; R 2 is hydrogen, halogen or alkyl; R 3 is hydrogen, methyl, chlorine or bromine; and R 4 is methyl, chlorine, bromine or optionally halogen-substituted phenyl, or wherein R 3 and R 4 together are C 2 -C 6 -alkanediyl.
Claim 2
Dependent Claim 60 words
Stilbene compound of the formula ##STR68## wherein R is the radical ##STR69## wherein R 1 is hydrogen, cyano or ethynyl; R 2 is hydrogen, halogen or alkyl; R 3 is hydrogen, methyl, chlorine or bromine; and R 4 is methyl, chlorine, bromine or optionally halogen-substituted phenyl, or wherein R 3 and R 4 together are C 2 -C 6 -alkanediyl.
Claim 3
Dependent Claim 76 words
Stilbene compound of the formula ##STR70## wherein R is the radical ##STR71## wherein R 1 is hydrogen, cyano or ethynyl; R 2 is hydrogen, halogen or alkyl; R 5 is phenyl which is optionally substituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 alkoxy, C 1 -C 4 -alkylthio, C 1 -C 2 -halogenoalkyl, C 1 -C 2 -halogenoalkoxy, C 1 -C 2 -halogenoalkylthio or methylenedioxy or R 6 is isopropyl or cyclopropyl.
Claim 4
Dependent Claim 76 words
Stilbene compound of the formula ##STR70## wherein R is the radical ##STR71## wherein R 1 is hydrogen, cyano or ethynyl; R 2 is hydrogen, halogen or alkyl; R 5 is phenyl which is optionally substituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 alkoxy, C 1 -C 4 -alkylthio, C 1 -C 2 -halogenoalkyl, C 1 -C 2 -halogenoalkoxy, C 1 -C 2 -halogenoalkylthio or methylenedioxy or R 6 is isopropyl or cyclopropyl.
Claim 5
Dependent Claim 36 words
Stilbene compound of the formula ##STR72## wherein R is one of the radicals ##STR73## and in which R 1 is hydrogen, cyano or ethynyl and R 2 is hydrogen, halogen or C 1 -C 2 -alkyl.
Claim 6
Dependent Claim 36 words
Stilbene compound of the formula ##STR72## wherein R is one of the radicals ##STR73## and in which R 1 is hydrogen, cyano or ethynyl and R 2 is hydrogen, halogen or C 1 -C 2 -alkyl.
Claim 7
Dependent Claim 48 words
Stilbene compound as claimed in claim 1 wherein R is the radical ##STR74## wherein R 3 is hydrogen, methyl, chlorine or bromine and R 4 is methyl, chlorine, bromine, phenyl or chlorophenyl, or wherein R 3 and R 4 together represent alkanediyl with 2 to 5 carbon atoms.
Claim 8
Dependent Claim 12 words
Stilbene compound as claimed in claim 1 designated 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester.
Claim 9
Dependent Claim 12 words
Stilbene compound as claimed in claim 1 designated 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester.
Claim 10
Dependent Claim 11 words
Stilbene compound as claimed in claim 1 designated 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-α-cyano-benzyl-ester.
Claim 11
Dependent Claim 12 words
Stilbene compound as claimed in claim 1 designated 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxyic acid 3'-(2-phenylvinyl)-α-cyanobenzyl ester.
Claim 12
Dependent Claim 29 words
Stilbene compound as claimed in claim 2 wherein ##STR75## R 5 is phenyl, chlorophenyl, methylphenyl, methoxyphenyl, methylthiophenyl, trifluoromethylphenyl, trifluoromethoxyphenyl, trifluoromethylthiophenyl or 3,4-methylenedioxyphenyl and R 6 is isopropyl or cyclopropyl.
Claim 13
Dependent Claim 29 words
Stilbene compound as claimed in claim 3 wherein R is one of the radicals ##STR76## and in which R 1 is hydrogen or cyano and R 2 is hydrogen.
Claim 14
Dependent Claim 7 words
Stilbene compound designated alpha-isopropyl-4-trifluoromethoxy-phenyl-acetic acid 3-(2-phenylvinyl)-alpha-cyanobenzyl ester.
Claim 15
Dependent Claim 7 words
Stilbene compound designated alpha-isopropyl-4-trifluoromethoxy-phenyl-acetic acid 3-(2-phenylvinyl)-alpha-cyanobenzyl ester.
Claim 16
Dependent Claim 7 words
Silbene compound designated alpha-isopropyl-4-trifluoromethoxy-phenyl-acetic acid 3-(2-phenylvinyl)-benzyl ester.
Claim 17
Dependent Claim 7 words
Silbene compound designated alpha-isopropyl-4-trifluoromethoxy-phenyl-acetic acid 3-(2-phenylvinyl)-benzyl ester.
Claim 18
Independent Claim 48 words
A method of combating arthropods which comprises applying to the arthropods or their habitat a stilbene compound, in an effective amount, and wherein said compound is selected from 2,2-dimethyl-3-dichlorovinylcyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-alpha-cyano-benzyl-ester 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)alpha-cyanobenzyl ester, and alpha-isopropyl-4-tricfuoromethoxy-acetic acid 3-(2-phenylvinyl)-alpha-cyanobenzyl ester.
Claim 19
Independent Claim 48 words
A method of combating arthropods which comprises applying to the arthropods or their habitat a stilbene compound, in an effective amount, and wherein said compound is selected from 2,2-dimethyl-3-dichlorovinylcyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-benzyl ester 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)-alpha-cyano-benzyl-ester 2,2-dimethyl-3-dibromovinyl-cyclopropanecarboxylic acid 3'-(2-phenylvinyl)alpha-cyanobenzyl ester, and alpha-isopropyl-4-tricfuoromethoxy-acetic acid 3-(2-phenylvinyl)-alpha-cyanobenzyl ester.

References Cited (Backward Citations)

US3666789A Cited
US3835176A Cited
US4016179A Cited
US4130657A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-06-01 1984-12-01 1985-06-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-06-01 1988-12-01 1989-06-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-06-01 1992-12-01 1993-06-02 $7700.00 Window Closed / Lapsed

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