US4504305A
Expired / Lapsed
US
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Cyclohexenone derivatives, preparation and herbicidal use
Assignee: Nippon Soda Co Ltd
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Filing: 1982-12-27
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Granted: 1985-03-12
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Expires: 2002-12-27
Abstract
Abstract A compound having the general formula ##STR1## wherein R 1 is alkyl having 1-3 carbon atoms; R 2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; and A is selected from the group consisting of ##STR2## wherein R 3 is --SO 2 R 6 group, ##STR3## R 4 is hydrogen, alkyl having 1-6 carbon atoms; phenyl or halophenyl; R 5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R 6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R 7 is hydrogen or alkyl having 1-4 carbon atoms; R 8 is hydrogen, alkyl having 1-6 carbon atoms; propenyl or methoxy; R 9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above. The compound is useful as a herbicide.
Inventors
- 👤 Isao Iwataki
- 👤 Akira Nakayama
- 👤 Minoru Kaeriyama
- 👤 Hisao Ishikawa
- 👤 Hideo Hosaka
- 👤 Kenichi Kohara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 04:19
CPC Classifications
A; A01; A01N; A01N35/00; A01N35/08; A01N35/10; A01N37/00; A01N37/02; A01N37/06; A01N37/10; A01N37/44; A01N37/50; A01N41/00; A01N41/02; A01N41/04; A01N41/06; A01N41/10; A01N47/00; A01N47/08; A01N47/10; A01N47/20; A01N47/28; A01N47/30
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
165 words
A compound of the formula ##STR32## wherein R 1 is alkyl having 1-3 carbon atoms; R 2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; and A is selected from the group consisting of a ##STR33## wherein R 3 is --SO 2 R 6 group, ##STR34## R 4 is hydrogen, alkyl having 1-6 carbon atoms, phenyl or halophenyl; R 5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R 6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R 7 is hydrogen or alkyl having 1-4 carbon atoms, R 8 is hydrogen, alkyl having 1-6 carbon atoms, propenyl or methoxy; R 9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above.
Claim 2
Dependent Claim
165 words
A compound of the formula ##STR32## wherein R 1 is alkyl having 1-3 carbon atoms; R 2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; and A is selected from the group consisting of a ##STR33## wherein R 3 is --SO 2 R 6 group, ##STR34## R 4 is hydrogen, alkyl having 1-6 carbon atoms, phenyl or halophenyl; R 5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R 6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R 7 is hydrogen or alkyl having 1-4 carbon atoms, R 8 is hydrogen, alkyl having 1-6 carbon atoms, propenyl or methoxy; R 9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above.
Claim 3
Dependent Claim
22 words
A compound according to claim 1, wherein A is a ##STR35## and R 3 has the meaning set forth in claim 1.
Claim 4
Dependent Claim
27 words
A compound according to claim 2 wherein R 3 is a --SO 2 R 6 group and R 6 has the meaning set forth in claim 1.
Claim 5
Dependent Claim
26 words
A compound according to claim 2 wherein R 3 is a ##STR36## and R 7 and R 8 have the meaning set forth in claim 1.
Claim 6
Dependent Claim
23 words
A compound according to claim 2, wherein R 3 is a ##STR37## and R 9 has the meaning set forth in claim 1.
Claim 7
Dependent Claim
24 words
A compound according to claim 1, wherein A is a ##STR38## and R 4 and X have the meaning set forth in claim 1.
Claim 8
Dependent Claim
24 words
A compound according to claim 1 wherein A is a ##STR39## and R 5 and n have the meaning set forth in claim 1.
Claim 9
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 1.
Claim 10
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 2.
Claim 11
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 3.
Claim 12
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 4.
Claim 13
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 5.
Claim 14
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 6.
Claim 15
Dependent Claim
17 words
A herbicidal composition comprising an inert carrier and an effective amount of a compound of claim 7.
Claim 16
Dependent Claim
171 words
A process for the preparation of a compound of the formula ##STR40## which comprises reacting a compound of the formula ##STR41## with a compound of the formula R.sub.2 ONH.sub.2 wherein R 1 is alkyl having 1-3 carbon atoms; R 2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; and A is selected from the group consisting of ##STR42## wherein R 3 is --SO 2 R 6 group, ##STR43## R 4 is hydrogen, alkyl having 1-6 carbon atoms, phenyl or halophenyl; R 5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R 6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R 7 is hydrogen or alkyl having 1-4 carbon atoms; R 8 is hydrogen, alkyl having 1-6 carbon atoms, propenyl or methoxy; R 9 is hydrogen having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur.
Claim 17
Dependent Claim
171 words
A process for the preparation of a compound of the formula ##STR40## which comprises reacting a compound of the formula ##STR41## with a compound of the formula R.sub.2 ONH.sub.2 wherein R 1 is alkyl having 1-3 carbon atoms; R 2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; and A is selected from the group consisting of ##STR42## wherein R 3 is --SO 2 R 6 group, ##STR43## R 4 is hydrogen, alkyl having 1-6 carbon atoms, phenyl or halophenyl; R 5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R 6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R 7 is hydrogen or alkyl having 1-4 carbon atoms; R 8 is hydrogen, alkyl having 1-6 carbon atoms, propenyl or methoxy; R 9 is hydrogen having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur.
References Cited (Backward Citations)
US3574737A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-03-11 | 1988-09-10 | 1989-03-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-11 | 1992-09-10 | 1993-03-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-11 | 1996-09-10 | 1997-03-12 | $7700.00 | Window Closed / Lapsed |