US4235926A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Insecticidal esters
Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1978-12-15
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Granted: 1980-11-25
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Expires: 1998-12-15
Abstract
Abstract Compounds of the general formula I <IMAGE> wherein R1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R2 is hydrogen or a methyl group, or R1 and R2 together form a methylenedioxy group; R3 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) alpha -cyano-3-phenoxybenzyl (d) 3,4-methylenedioxybenzyl (e) alpha -ethynyl-3-phenoxybenzyl (f) alpha -cyano-3-(4'-chlorophenoxy)-benzyl and Y1, Y2, Y3, Y4, Y5 and Y6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R1 is hydrogen, fluoro, chloro, bromo or methyl and R2 is hydrogen, then one of Y1 to Y6 is other than hydrogen. The compounds in which R3 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
2026-11-08 00:31
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
127 words
The (+), (-) and (±) forms of the compounds of the general formula I ##STR9## whereon R 1 is hdrogen 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 (c) or (f): ##STR10## and Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 are the same or different groups and each is hyrogen or a fluoro, bromo or chloro group, with the proviso that one of Y 1 to Y 6 is other than hydrogen.
Claim 2
Dependent Claim
127 words
The (+), (-) and (±) forms of the compounds of the general formula I ##STR9## whereon R 1 is hdrogen 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 (c) or (f): ##STR10## and Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 are the same or different groups and each is hyrogen or a fluoro, bromo or chloro group, with the proviso that one of Y 1 to Y 6 is other than hydrogen.
Claim 3
Dependent Claim
32 words
Compounds as claimed in claim 1, wherein R 1 is a methoxy, ethoxy, or propoxy group and R 2 is hydogen, or R 1 and R 2 together form a methylenedioxy group.
Claim 4
Dependent Claim
18 words
Compounds as claimed in claim 1, wherein R 3 is the group (c) as defined in claim 1.
Claim 5
Dependent Claim
30 words
Compounds as claimed in claim 1, wherein from one to all six of the groups Y 1 to Y 6 is a fluoro group, the remainder (if any) being hydrogen.
Claim 6
Dependent Claim
29 words
Compounds as claimed in claim 4, wherein Y 1 , Y 2 , Y 3 and Y 4 are all fluoro and Y 5 and Y 6 are hydrogen.
Claim 7
Dependent Claim
8 words
The (+), (-) and (±) forms of α-cyano-3'-phenoxybenzyl-1-(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 8
Dependent Claim
8 words
The (+), (-) and (±) forms of α-cyano-3'-phenoxybenzyl-1-(4-ethoxyphenyl)-2,2,3,3-tetrafluorocyclobutane-carboxylate.
Claim 9
Dependent Claim
42 words
Insecticidal compositions comprising an insecticidal 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 (c) or (f), incorporated in a suitable inert liquid or solid carrier.
Claim 10
Dependent Claim
32 words
Insecticidal compositions as claimed in claim 7, additionally containing at least one synergistic or potentiating agent of the class of microsomal oxidase inhibitors, wherein the synergist or potentiator is a pyrethrin synergist.
Claim 11
Dependent Claim
20 words
Insecticidal compositions as claimed in claim 8, wherein the synergist is one of the following: 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; dipropyl-5,6,7,8-tetrahydro-7-methylnaphtho-[2,3-d]-1,3-dioxole-5,6-dicarboxylate.
Claim 12
Dependent Claim
30 words
Inseticidal compositions as claimed in claim 8, wherein the synergist is "Sesoxane" or piperonyl butoxide used in an amount from 1/1000th to 5 times the weight of the compound I.
Claim 13
Dependent Claim
32 words
Insecticidal compositions as claimed in claim 8, wherein the amount of Sesoxane or piperonyl butoxide used is from about 1/100th to an equal part by weight per part of the compound I.
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) | 1983-11-25 | 1984-05-26 | 1984-11-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-25 | 1988-05-26 | 1988-11-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-25 | 1992-05-26 | 1992-11-25 | $7700.00 | Window Closed / Lapsed |