US4741769A
Expired / Lapsed
US
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Certain 1-phenyl-3-alkyl-1,3-propanediones
Assignee: Zeneca Inc
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Filing: 1986-06-09
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Granted: 1988-05-03
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Expires: 2006-06-09
Abstract
Abstract Compounds of the formula <IMAGE> wherein R is halogen; C1-C2 alkyl; C1-C2 alkoxy; nitro; cyano; C1-C2 haloalkyl; or RaSOn- wherein n is 0 or 2 and Ra is C1-C2 alkyl; R1 is C1-C4 alkyl; R2 is C1-C4 alkyl or C1-C4 alkoxy; R3 and R4 independently are (1) hydrogen; (2) halogen; (3) C1-C4 alkyl; (4) C1-C4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C1-C4 haloalkyl; (9) RbSOn- wherein n is the intger 0, 1 or 2; and Rb is (a) C1-C4 alkyl; (b) C1-C4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) -NRcRd wherein Rc and Rd independently are hydrogen or C1-C4 alkyl; (11) ReC(O)- wherein Re is C1-C4 alkyl or C1-C4 alkoxy; or (12) -SO2NRcRd wherein Rc and Rd are as defined; and (13) -N(Rc)C(O)Rd wherein Re and Rd are as defined and their salts are useful as herbicides.
Inventors
- 👤 David L. Lee
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 08:52
CPC Classifications
C; C07; C07C; C07C49/00; C07C49/76; C07C49/84; A; A01; A01N; A01N35/00; A01N35/04; A01N37/00; A01N37/42; A01N41/00; A01N41/12; C07C205/00; C07C205/45; C07C45/00; C07C45/45; C07C45/455; C07C49/80; C07C49/807; C07C49/82; C07C49/835
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
164 words
The method of controlling undesirable vegetation comprising applying to the area where control is desired, an herbicidally effective amount of a compound having the formula ##STR12## wherein R is halogen; C 1 -C 2 alkyl; C 1 -C 2 alkoxy; nitro; C 1 -C 2 haloalkyl; or R a SO n -- wherein n is 0 or 2 and R a is C 1 -C 2 alkyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl and their salts.
Claim 2
Independent Claim
164 words
The method of controlling undesirable vegetation comprising applying to the area where control is desired, an herbicidally effective amount of a compound having the formula ##STR12## wherein R is halogen; C 1 -C 2 alkyl; C 1 -C 2 alkoxy; nitro; C 1 -C 2 haloalkyl; or R a SO n -- wherein n is 0 or 2 and R a is C 1 -C 2 alkyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl and their salts.
Claim 3
Dependent Claim
111 words
The method of claim 1 wherein R is chlorine, bromine, methyl, methoxy, nitro, trifluoromethyl, or methylsulfonyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; and R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl.
Claim 4
Dependent Claim
63 words
The method of claim 1 wherein R 3 and R 4 are independently hydrogen; chlorine; fluorine; bromine; methyl; C 1 -C 4 alkoxy; trifluoromethoxy; nitro; trifluoromethyl; R b SO n -- wherein n is the integer 0 or 2 and R b is methyl, chloromethyl, trifluoromethyl, ethyl, or n-propyl; and R 3 is in the 3-position and R 4 is in the 4-position.
Claim 5
Dependent Claim
39 words
The method of claim 1 wherein R 3 is hydrogen and R 4 is hydrogen, chlorine, bromine, fluorine, trifluoromethyl or R b SO 2 wherein R b is C 1 -C 4 alkyl or C 1 -C 4 haloalkyl.
Claim 6
Dependent Claim
30 words
The method of claim 1 wherein R is nitro, R 1 is methyl; R 2 is methyl; R 3 is methyl; R 3 is hydrogen; and R 4 is 4-trifluoromethyl.
Claim 7
Dependent Claim
30 words
The method of claim 1 wherein R is chlorine; R 1 is methyl; R 2 is methyl; R 3 is hydrogen; and R 4 is 4-SO 2 CH 3 .
Claim 8
Dependent Claim
30 words
The method of claim 1 wherein R is chlorine; R 1 is methyl; R 2 is ethoxy; R 3 is hydrogen and R 4 is 4-SO 2 CH 3 .
Claim 9
Dependent Claim
10 words
The method of claim 1 wherein R 3 is hydrogen.
Claim 10
Dependent Claim
10 words
The method of claim 2 wherein R 3 is hydrogen.
Claim 11
Dependent Claim
172 words
The herbicidal composition comprising a herbicidally active 1-phenyl-3-alkyl-1,3-alkanedione compound of the formula ##STR13## wherein R is halogen; C 1 -C 2 alkyl; C 1 -C 2 alkoxy; nitro; C 1 -C 2 haloalkyl; or R a SO n -- wherein n is 0 or 2 and R a is C 1 -C 2 alkyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl; or their salts and an inert carrier therefor with the proviso that when R is nitro both R3 and R4 can not be hydrogen.
Claim 12
Dependent Claim
172 words
The herbicidal composition comprising a herbicidally active 1-phenyl-3-alkyl-1,3-alkanedione compound of the formula ##STR13## wherein R is halogen; C 1 -C 2 alkyl; C 1 -C 2 alkoxy; nitro; C 1 -C 2 haloalkyl; or R a SO n -- wherein n is 0 or 2 and R a is C 1 -C 2 alkyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl; or their salts and an inert carrier therefor with the proviso that when R is nitro both R3 and R4 can not be hydrogen.
Claim 13
Dependent Claim
111 words
The composition of claim 10 wherein R is chlorine, bromine, methyl, methoxy, nitro, trifluoromethyl, or methylsulfonyl; R 1 is C 1 -C 4 alkyl; R 2 is C 1 -C 4 alkyl or C 1 -C 4 alkoxy; and R 3 and R 4 independently are (1) hydrogen; (2) halogen; (3) C 1 -C 4 alkyl; (4) C 1 -C 4 alkoxy; (5) trifluoromethoxy; (6) nitro; (7) C 1 -C 4 haloalkyl; (8) R b SO n -- wherein n is the integer 0, 1 or 2; and R b is (a) C 1 -C 4 alkyl; (b) C 1 -C 4 alkyl substituted with halogen; (c) phenyl; or (d) benzyl.
Claim 14
Dependent Claim
63 words
The composition of claim 11 wherein R 3 and R 4 are independently hydrogen; chlorine; fluorine; bromine; methyl; C 1 -C 44 alkoxy; trifluoromethoxy; nitro; trifluoromethyl; R b SO n -- wherein n is the integer 0 or 2 and R b is methyl, chloromethyl, trifluoromethyl, ethyl, or n-propyl; and R 3 is in the 3-position and R 4 is in the 4-position.
Claim 15
Dependent Claim
39 words
The composition of claim 11 wherein R 3 is hydrogen and R 4 is hydrogen, chlorine, bromine, fluorine, trifluoromethyl or R b SO 2 wherein R b is C 1 -C 4 alkyl or C 1 -C 4 haloalkyl.
Claim 16
Dependent Claim
26 words
The composition of claim 10 wherein R is nitro, R 1 is methyl; R 2 is methyl; R 3 is hydrogen; and R 4 is 4-trifluoromethyl.
Claim 17
Dependent Claim
30 words
The composition of claim 10 wherein R is chlorine; R 1 is methyl; R 2 is methyl; R 3 is hydrogen; and R 4 is 4-SO 2 CH 3 .
Claim 18
Dependent Claim
30 words
The composition of claim 10 wherein R is chlorine; R 1 is methyl; R 2 is ethoxy; R 3 is hydrogen and R 4 is 4-SO 2 CH 3 .
Claim 19
Dependent Claim
10 words
The compositions of claim 10 wherein R 3 is hydrogen.
Claim 20
Dependent Claim
10 words
The compositions of claim 10 wherein R 3 is hydrogen.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-05-03 | 1991-11-02 | 1992-05-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-03 | 1995-11-02 | 1996-05-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-03 | 1999-11-02 | 2000-05-03 | $7700.00 | Window Closed / Lapsed |