US4283414A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pesticidal fluorinated esters of the pyrethrin or pyrethroid type
Assignee: Orica Ltd
•
Filing: 1979-06-08
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Granted: 1981-08-11
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Expires: 1999-06-08
Abstract
Abstract The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
Inventors
- 👤 Donald W. G. Harney
- 👤 Peter G. Lehman
- 👤 Joseph C. Rundle
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:38
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; A; A01; A01N; A01N37/00; A01N37/14; A01N37/36; A01N37/38; A01N53/00; C07C; C07C255/00; C07C43/00; C07C43/02; C07C43/257; C07C43/29; C07D209/49; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/32
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
238 words
An ester of the formula ##STR143## wherein: A is the group ##STR144## wherein: Y is the group R 15 R 16 C═CR 14 in which R 14 is chosen from hydrogen and C 1 to C 6 alkyl, R 15 is chosen from hydrogen, halogen and C 1 to C 6 alkyl optionally substituted with halogen and R 16 is chosen from hydrogen, halogen, C 1 to C 6 alkyl optionally substituted with halogen and C 1 to C 6 -(alkoxy)carbonyl, R 1 and R 2 are independently chosen from C 1 to C 6 alkyl and R 3 is hydrogen; and B is the group ##STR145## wherein: Q is chosen from ##STR146## R 39 is chosen from halogen and the group R 50 R 51 C═C(R 49 )O-- in which R 49 is chosen from hydrogen and C 1 to C 6 alkyl and R 50 and R 51 are independently chosen from hydrogen, halogen and C 1 to C 6 alkyl optionally substituted with halogen, R 40 , R 41 , R 42 , R 43 and R 44 are independently chosen from hydrogen, C 1 to C 6 alkyl, halogen and C 2 to C 6 alkenyl and J is oxygen; T is chosen from hydrogen, halogen, cyano, C 1 to C 6 alkyl optionally substituted with halogen, C 2 to C 6 alkenyl and C 2 to C 6 alkynyl; and X is fluorine.
Claim 2
Dependent Claim
238 words
An ester of the formula ##STR143## wherein: A is the group ##STR144## wherein: Y is the group R 15 R 16 C═CR 14 in which R 14 is chosen from hydrogen and C 1 to C 6 alkyl, R 15 is chosen from hydrogen, halogen and C 1 to C 6 alkyl optionally substituted with halogen and R 16 is chosen from hydrogen, halogen, C 1 to C 6 alkyl optionally substituted with halogen and C 1 to C 6 -(alkoxy)carbonyl, R 1 and R 2 are independently chosen from C 1 to C 6 alkyl and R 3 is hydrogen; and B is the group ##STR145## wherein: Q is chosen from ##STR146## R 39 is chosen from halogen and the group R 50 R 51 C═C(R 49 )O-- in which R 49 is chosen from hydrogen and C 1 to C 6 alkyl and R 50 and R 51 are independently chosen from hydrogen, halogen and C 1 to C 6 alkyl optionally substituted with halogen, R 40 , R 41 , R 42 , R 43 and R 44 are independently chosen from hydrogen, C 1 to C 6 alkyl, halogen and C 2 to C 6 alkenyl and J is oxygen; T is chosen from hydrogen, halogen, cyano, C 1 to C 6 alkyl optionally substituted with halogen, C 2 to C 6 alkenyl and C 2 to C 6 alkynyl; and X is fluorine.
Claim 3
Dependent Claim
187 words
An ester according to claim 1 wherein: A is the group ##STR147## wherein: Y is the group R 15 R 16 C═CR 14 -- in which R 14 is hydrogen and R 15 and R 16 are independently chosen from halogen, and C 1 to C 6 alkyl optionally substituted with halogen, R 1 and R 2 are methyl and R 3 is hydrogen; and B is the group ##STR148## wherein: Q is chosen from the groups ##STR149## in which R 39 is the group R 50 R 51 C═C(R 49 )O-- in which R 49 is hydrogen and R 50 and R 51 are independently chosen from halogen, and R 40 , R 41 , R 42 and R 43 are hydrogen, ##STR150## in which R 39 is chosen from halogen and R 40 , R 41 , R 42 and R 43 are independently chosen from hydrogen and halogen, and ##STR151## in which R 40 , R 41 , R 42 are hydrogen, R 43 and R 44 are chosen from hydrogen and halogen and J is oxygen; T is hydrogen; and X is fluorine.
Claim 4
Dependent Claim
40 words
An ester according to claim 2 wherein: A is chosen from the groups 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropyl, 2,2-dimethyl-3-(2,2-dimethylvinyl)cyclopropyl and 3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropyl; and B is the group ##STR152## wherein: Q is chosen from the groups 3-phenoxyphenyl and pentafluorophenyl; T is hydrogen; and X is fluorine.
Claim 5
Dependent Claim
18 words
An ester according to claim 2 wherein: A is the group 3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropyl; and B is the group α-fluoro-3-phenoxybenzyl.
Claim 6
Dependent Claim
11 words
A compound according to claim 1, said compound being α-fluoro-3-phenoxybenzyl 3-(2-chloro-2-trifluoromethylvinyl)-2,2-dimethylcyclopropanecarboxylate.
Claim 7
Dependent Claim
27 words
An insecticidal or acaricidal composition comprising as active ingredient an insecticidally or acaricidally effective amount of a compound according to claim 1 and an inert carrier therefor.
Claim 8
Dependent Claim
11 words
A composition according to claim 6 additionally comprising a surface-active agent.
Claim 9
Dependent Claim
14 words
A composition according to claim 6 or claim 7 additionally comprising an insecticide synergist.
Claim 10
Dependent Claim
45 words
A process for combatting or controlling infestations of insect or acarine pests which process comprises applying to said pests, to the locus of said pests or to the habitat of said pests an insecticidally or acaricidally effective amount of a compound according to claim 1.
Claim 11
Dependent Claim
17 words
A process according to claim 9 wherein the compound or composition is applied to a growing plant.
Claim 12
Dependent Claim
17 words
A process according to claim 9 wherein the compound or composition is applied to a domestic animal.
Claim 13
Dependent Claim
19 words
A process according to claim 9 wherein the compound or composition is applied to cattle infested with ixodid ticks.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-10 | 1985-02-09 | 1985-08-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-10 | 1989-02-09 | 1989-08-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-10 | 1993-02-09 | 1993-08-11 | $7700.00 | Window Closed / Lapsed |