Patent US4183948A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4183948A Expired / Lapsed US ⏱️ 0.0 years remaining

Halogenated esters

Assignee: Syngenta Ltd
•
Filing: 1978-01-16
•
Granted: 1980-01-15
•
Expires: 1998-01-16
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A compound of formula: <IMAGE> wherein one of R1 and R2 represents a group of formula: W(CF2)m- where W represents an atom of hydrogen, fluorine or chlorine and m has the value one or two, and the other of R1 and R2 represents an atom of fluorine, chlorine or bromine or a group of formula: <IMAGE> where each of X, Y and Z independently represents an atom of hydrogen, fluorine or chlorine, and R3 represents an atom of hydrogen, or the cyano or ethynyl group. The compounds are useful against insect or acarine pests.

Inventors

  • 👤 Roger K. Huff

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 19:23
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/263; C07C17/2635; A; A01; A01N; A01N53/00; C07C29/00; C07C29/36; C07C29/38; C07C33/00; C07C33/40; C07C33/42; C07C33/423; C07C61/00; C07C61/16; C07C61/40; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/32; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/54; C07F9/5428; C07F9/5442

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 91 words
A compound of formula: ##STR33## wherein one of R 1 and R 2 represents a group of formula: W(CF.sub.2).sub.m - where W represents an atom of hydrogen, fluorine or chlorine and m has the value one or two, and the other of R 1 and R 2 represents an atom or fluorine, chlorine or bromine or a group of formula: ##STR34## where each of X, Y and Z independently represents an atom of hydrogen, fluorine or chlorine, and R 3 represents an atom of hydrogen, or the cyano or ethynyl group.
Claim 2
Dependent Claim 91 words
A compound of formula: ##STR33## wherein one of R 1 and R 2 represents a group of formula: W(CF.sub.2).sub.m - where W represents an atom of hydrogen, fluorine or chlorine and m has the value one or two, and the other of R 1 and R 2 represents an atom or fluorine, chlorine or bromine or a group of formula: ##STR34## where each of X, Y and Z independently represents an atom of hydrogen, fluorine or chlorine, and R 3 represents an atom of hydrogen, or the cyano or ethynyl group.
Claim 3
Dependent Claim 75 words
A compound as claimed in claim 1 wherein one of R 1 and R 2 represents a group of formula: WCF.sub.2 - where W represents an atom of hydrogen, fluorine or chlorine, and the other of R 1 and R 2 represents a group of formula: ##STR35## where each of X, Y and Z independently represents an atom of hydrogen, fluorine or chlorine, and R 3 represents an atom of hydrogen or the cyano group.
Claim 4
Dependent Claim 18 words
A compound as claimed in claim 2 wherein R 1 and R 2 each represent the trifluoromethyl group.
Claim 5
Dependent Claim 61 words
A compound as claimed in claim 1 wherein one of R 1 and R 2 represents a group of formula: WCF.sub.2 - where W represents an atom of hydrogen, fluorine or chlorine, and the other of R 1 and R 2 represents an atom of fluorine, chlorine or bromine, and R 3 represents an atom of hydrogen or the cyano group.
Claim 6
Dependent Claim 35 words
A compound as claimed in claim 4 wherein one of R 1 and R 2 represents the trifluoromethyl group and the other of R 1 and R 2 represents an atom of chlorine or bromine.
Claim 7
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 8
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 9
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 10
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 11
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(3-chloro-2,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 12
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(3-chloro-2,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 13
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(2-bromo-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 14
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (+)-cis/trans-3-(2-bromo-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 15
Dependent Claim 3 words
3-Phenoxybenzyl (+)-cis/trans-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 16
Dependent Claim 3 words
3-Phenoxybenzyl (+)-cis/trans-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 17
Dependent Claim 3 words
3-Phenoxybenzyl (+)-cis/trans-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 18
Dependent Claim 3 words
3-Phenoxybenzyl (+)-cis/trans-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 19
Dependent Claim 20 words
A compound as claimed in claim 1 in which the hydrogen atoms of the cyclopropane ring are in the trans-configuration.
Claim 20
Dependent Claim 20 words
A compound as claimed in claim 1 in which the hydrogen atoms of the cyclopropane ring are in the cis-configuration.
Claim 21
Dependent Claim 20 words
A compound as claimed in claim 1 in which the absolute configuration of the cyclopropane ring is (1R,3R) or (1R,3S).
Claim 22
Dependent Claim 33 words
A compound as claimed in claim 1 in which R 3 is not a hydrogen atom in which the absolute configuration of the carbon atom to which R 3 is attached is (S).
Claim 23
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (1R,3R)-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 24
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (1R,3R)-3-(3,3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 25
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (1R,3S)-3(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 26
Dependent Claim 3 words
(+)-α-Cyano-3-phenoxybenzyl (1R,3S)-3(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 27
Dependent Claim 3 words
(S)-α-Cyano-3-phenoxybenzyl (1R,3R)-3-(3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 28
Dependent Claim 3 words
(S)-α-Cyano-3-phenoxybenzyl (1R,3R)-3-(3,3-trifluoro-2-trifluoromethylprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 29
Dependent Claim 3 words
(S)-α-Cyano-3-phenoxybenzyl (1R,3S)-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 30
Dependent Claim 3 words
(S)-α-Cyano-3-phenoxybenzyl (1R,3S)-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate.
Claim 31
Dependent Claim 24 words
An insecticidal composition comprising as an active ingredient a compound according to claim 1 in association with an insecticidally inert diluent or carrier materials.
Claim 32
Dependent Claim 11 words
A composition as claimed in claim 20 comprising a surface-active agent.
Claim 33
Dependent Claim 11 words
A composition as claimed in claim 20 comprising an insecticide synergist.
Claim 34
Dependent Claim 30 words
A method of combating insect or acarine pests at a locus which comprises treating the locus with an insecticidally or acaricidally effective amount of a compound according to claim 1.
Claim 35
Dependent Claim 16 words
A method according to claim 23 wherein the locus is a growing plant or growing plants.
Claim 36
Dependent Claim 16 words
A method according to claim 23 wherein the locus is a domestic animal or domestic animals.
Claim 37
Dependent Claim 16 words
A method according to claim 25 wherein the domestic animals are cattle infested with ixodid ticks.

References Cited (Backward Citations)

US3835176A Cited
US4024163A Cited
US3862174A Cited
US3973036A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-14 1983-07-16 1984-01-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-14 1987-07-16 1988-01-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-14 1991-07-16 1992-01-15 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag