Patent US4137324A successfully refreshed from Google Patents.
US4137324A
Expired / Lapsed
US
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Optionally substituted phenyl-α-cyclopropyl acetic acid esters and use as insecticides
Assignee: National Research Development Corp UK
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Filing: 1977-04-20
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Granted: 1979-01-30
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Expires: 1997-04-20
Abstract
Abstract New insecticides are of general formula: ##STR1## where R 1 , R 2 , R 3 , R 4 and R 5 represent H or methyl, R 6 represents alkyl, alkoxy, halogeno or nitro or two R 6 groups together represent methylenedioxy, and R is a group forming insecticidal esters with chrysanthemic acid such as 5-benzyl-3-furylmethyl, 3-phenoxybenzyl or α-cyano-3-phenoxybenzyl. They are prepared by esterification methods.
Inventors
- 👤 Michael Elliott
- 👤 Norman F. Janes
- 👤 David A. Pulman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 03:24
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; C07C; C07C45/00; C07C45/45; C07C45/46; C07C45/56; C07C45/57; C07C45/58; C07C49/00; C07C49/76; C07C49/80; C07C49/813; C07D303/00; C07D303/02; C07D303/08; C07D303/48
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
141 words
A compound of the general formula ##STR8## in which R 1 , R 2 , R 3 , R 4 and R 5 , which may be the same or different, each represent hydrogen or a methyl group, R 6 represents an alkyl or alkoxy group containing 1 to 4 carbon atoms or a halogeno or nitro group or two groups R 6 together represent a methylenedioxy group and n is 0, 1, 2 or 3, the groups R 6 being the same or different when n is 2 or 3, D is H or CN, Z 3 represents CH 2 , O, S or CO, Z 1 and Z 2 , which may be the same or different, each represent chlorine or a methyl group and each n', which may be the same or different is 0, 1 or 2.
Claim 2
Dependent Claim
141 words
A compound of the general formula ##STR8## in which R 1 , R 2 , R 3 , R 4 and R 5 , which may be the same or different, each represent hydrogen or a methyl group, R 6 represents an alkyl or alkoxy group containing 1 to 4 carbon atoms or a halogeno or nitro group or two groups R 6 together represent a methylenedioxy group and n is 0, 1, 2 or 3, the groups R 6 being the same or different when n is 2 or 3, D is H or CN, Z 3 represents CH 2 , O, S or CO, Z 1 and Z 2 , which may be the same or different, each represent chlorine or a methyl group and each n', which may be the same or different is 0, 1 or 2.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 wherein D is H.
Claim 4
Dependent Claim
136 words
A compound of the general formula: ##STR9## in which R 1 , R 2 , R 3 , R 4 and R 5 , which may be the same or different, each represent hydrogen or a methyl group, R 6 represents an alkyl or alkoxy group containing 1 to 4 carbon atoms or a halogeno or nitro group or two groups R 6 together represent a methylenedioxy group and n is 0, 1, 2 or 3, the groups R 6 being the same or different when n is 2 or 3, Z 3 represents CH 2 , O, S or CO, Z 1 and Z 2 , which may be the same or different, each represent chlorine or a methyl group and each n', which may be the same or different, is 0, 1 or 2.
Claim 5
Dependent Claim
136 words
A compound of the general formula: ##STR9## in which R 1 , R 2 , R 3 , R 4 and R 5 , which may be the same or different, each represent hydrogen or a methyl group, R 6 represents an alkyl or alkoxy group containing 1 to 4 carbon atoms or a halogeno or nitro group or two groups R 6 together represent a methylenedioxy group and n is 0, 1, 2 or 3, the groups R 6 being the same or different when n is 2 or 3, Z 3 represents CH 2 , O, S or CO, Z 1 and Z 2 , which may be the same or different, each represent chlorine or a methyl group and each n', which may be the same or different, is 0, 1 or 2.
Claim 6
Dependent Claim
23 words
A compound according to claim 3, wherein R 1 , R 2 , R 3 , R 4 and R 5 represents hydrogen.
Claim 7
Dependent Claim
18 words
A compound according to claim 3, wherein n = 1 and R 6 is in the para position.
Claim 8
Dependent Claim
16 words
A compound according to claim 5 wherein R 6 is a fluoro chloro or bromo group.
Claim 9
Dependent Claim
12 words
A compound according to claim 3, wherein R represents an α-cyano-3-phenoxybenzyl group.
Claim 10
Dependent Claim
11 words
A compound according to claim 2 which is 3-phenoxybenzyl-4-chlorophenyl-α-cyclopropyl-acetate or 3-phenoxybenzyl-4-bromophenyl-α-cyclopropyl-acetate.
Claim 11
Dependent Claim
10 words
The compound according to claim 3 which is (±)-α-cyano-3-phenoxybenzyl (±)-4-chlorophenyl-α-cyclopropylacetate.
Claim 12
Dependent Claim
11 words
The compound according to claim 3 which is (±)-α-cyano-3-phenoxybenzyl (+)-4-bromophenyl-α-cyclopropyl acetate.
Claim 13
Dependent Claim
22 words
An insecticidal composition comprising an insecticidally effective amount of a compound according to claim 2, together with an inert carrier or diluent.
Claim 14
Dependent Claim
22 words
An insecticidal composition comprising an insecticidally effective amount of a compound according to claim 3 together with an inert carrier or diluent.
Claim 15
Dependent Claim
30 words
A method of insect control which comprises applying to an insect or to an environment susceptible to insect attack, an insecticidally effective amount of a compound according to claim 2.
Claim 16
Dependent Claim
30 words
A method of insect control which comprises applying to an insect or to an environment susceptible to insect attack an insecticidally effective amount of a compound according to claim 3.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-29 | 1982-07-31 | 1983-01-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-29 | 1986-07-31 | 1987-01-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-29 | 1990-07-31 | 1991-01-30 | $7700.00 | Window Closed / Lapsed |