US4348409A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Insecticidal esters
Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1979-06-20
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Granted: 1982-09-07
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Expires: 1999-06-20
Abstract
Abstract Compounds of the general formula I ##STR1## wherein R 1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R 2 is hydrogen or a methyl group, or R 1 and R 2 together form a methylenedioxy group; R 3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (f): (a) 3-phenoxybenzyl (b) 2-benzyl-4-furylmethyl (c) α-cyano-3-phenoxybenzyl (d) 3,4-methylenedioxybenzyl (e) α-ethynyl-3-phenoxybenzyl (f) α-cyano-3-(4'-chlorophenoxy)-benzyl and Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R 1 is hydrogen, fluoro, chloro, bromo or methyl and R 2 is hydrogen, then one of Y 1 to Y 6 is other than hydrogen. The compounds in which R 3 is one of groups (a) to (f) are insecticides.
Inventors
- 👤 George Holan
- 👤 David F. O'Keefe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 07:22
CPC Classifications
A; A01; A01N; A01N37/00; A01N37/44; A01N37/48; A01N37/08; A01N37/10; A01N37/34; A01N37/36; A01N37/38; A01N43/00; A01N43/02; A01N43/04; A01N43/06; A01N43/08; A01N43/24; A01N43/26; A01N43/28; A01N43/30; C; C07; C07C; C07C61/00; C07C61/15; C07C61/16; C07C61/40; C07C62/00; C07C62/08; C07C62/12; C07C62/30; C07C62/34; C07C69/00; C07C69/74; C07C69/753; C07C69/757; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/60
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
82 words
The (+), (-) and (±) forms of the compounds of the general formula I ##STR9## wherein R 1 is hydrogen, fluorine, chlorine, bromine, or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, methyl, ethyl, or nitro group, and R 2 is hydrogen or a methyl group; R 3 is one of the following groups (a) or (b): ##STR10## and Y 1 , Y 2 , Y 3 , Y 4 are all fluoro and Y 5 and Y 6 are hydrogen.
Claim 2
Dependent Claim
82 words
The (+), (-) and (±) forms of the compounds of the general formula I ##STR9## wherein R 1 is hydrogen, fluorine, chlorine, bromine, or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, methyl, ethyl, or nitro group, and R 2 is hydrogen or a methyl group; R 3 is one of the following groups (a) or (b): ##STR10## and Y 1 , Y 2 , Y 3 , Y 4 are all fluoro and Y 5 and Y 6 are hydrogen.
Claim 3
Dependent Claim
9 words
The (+), (-) and (±) forms of 3'-phenoxybenzyl 1-(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 4
Dependent Claim
9 words
The (+), (-) and (±) forms of 3'-phenoxybenzyl 1-(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 5
Dependent Claim
9 words
The (+), (-) and (±) forms of α-ethynyl-3'-phenoxybenzyl 1(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 6
Dependent Claim
9 words
The (+), (-) and (±) forms of α-ethynyl-3'-phenoxybenzyl 1(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 7
Dependent Claim
43 words
The compound of claim 1, wherein R 1 is chloro, R 2 is hydrogen, Y 1 , Y 2 , Y 3 , and Y 4 are each fluoro, Y 5 and Y 6 are hydrogen and R 3 is the group (b).
Claim 8
Dependent Claim
42 words
Insecticidal compositions comprising an insecticidally effective amount of one or more of the compounds of formula I, as stated in claim 1, where R 3 is one of the groups (a) or (b), incorporated in a suitable inert liquid or solid carrier.
Claim 9
Dependent Claim
20 words
Insecticidal compositions as claimed in claim 5, additionally containing at least one synergistic or potentiating agent which is a pyrethrin.
Claim 10
Dependent Claim
28 words
Insecticidal compositions as claimed in claim 5 additionally containing at least one synergist or potentiating agent selected from the group consisting of α-[2-(2-butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene; 3-hexyl-5(3,4-methylenedioxyphenyl)-2-cyclohexanone; 2-(3,4-methylenedioxy-phenoxy)-3,6,9-trioxaundecane; 1,2-(methylenedioxy)-4-[2-(octylsulfinyl)propyl]-benzene; and dipropyl-5,6,7,8-tetrahydro-7-methylnaphtho-[2,3,d]-1,3-dioxole-5,6-dicarboxylate.
Claim 11
Dependent Claim
29 words
Insecticidal compositions as claimed in claim 7, wherein the synergist is 2-(3,4-methylenedioxy-phenoxy)-3,6,9-trioxaundecane or α-[2-(2-butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene used in an amount from 1/1000th to 5 times the weight of the compound I.
Claim 12
Dependent Claim
31 words
Insecticidal compositions as claimed in claim 7, wherein the amount of 2-(3,4-methylenedioxy-phenoxy)-3,6,9-trioxaundecane or α-[2-(2-butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene used is from about 1/100th to an equal part by weight per part of the compound I.
Claim 13
Dependent Claim
18 words
The use as insecticides of an insecticidally effective amount of any of the compounds claimed in claim 1.
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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) | 1985-09-06 | 1986-03-08 | 1986-09-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-06 | 1990-03-08 | 1990-09-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-06 | 1994-03-08 | 1994-09-07 | $7700.00 | Window Closed / Lapsed |