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US4371391A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal sulfonamides

Assignee: EIDP Inc
•
Filing: 1981-05-07
•
Granted: 1983-02-01
•
Expires: 2001-05-07
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Abstract

Abstract N-(heterocyclicaminocarbonyl) arylsulfonamides in which at least one of the acyclic nitrogens thereof is substituted by lower alkyl, are useful for the regulation of plant growth and as general and selective herbicides.

Inventors

  • 👤 George Levitt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 17:41
CPC Classifications
C; C07; C07D; C07D521/00; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D239/00; C07D239/70; C07D239/72; C07D239/74; C07D239/76

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 281 words
A compound of the formula: ##STR121## wherein R 1 is H, alkyl of one to three carbon atoms or --OCH 3 ; R 2 is H or alkyl of one to three carbon atoms; R 3 is ##STR122## R 7 is hydrogen, fluorine, chlorine, bromine, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, nitro, CF 3 , CH 3 S or CH 3 CH 2 S; R 4 is R 9 S(O) n ; R 5 , R 6 and R 8 are independently hydrogen, fluorine, chlorine, bromine, methyl or methoxy; R 9 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, cyclopentyl or cyclopropylmethyl; X is CH 3 , --CH 2 CH 3 , alkoxy of one to three carbons, CF 3 , CH 3 S--, CH 3 OCH 2 -- or CH 3 OCH 2 CH 2 O--; Y is CH 3 or OCH 3 ; Z is N; and n is 0, 1 or 2; and their agriculturally suitable salts; provided that: (a) R 1 and R 2 may not simultaneously be hydrogen; (b) when R 6 is other than H, then R 5 , R 7 and R 8 must be hydrogen; (c) when n is 1, then R 7 is other than CH 3 S or CH 3 CH 2 S, and X is other than CH 3 S; (d) when R 6 is H and R 5 , R 7 and R 8 are other than H, then R 5 , R 7 and R 8 must either be Cl or CH 3 ; and (e) when R 9 is C 1 -C 2 alkyl, then n is 1 or 2.
Claim 2
Dependent Claim 281 words
A compound of the formula: ##STR121## wherein R 1 is H, alkyl of one to three carbon atoms or --OCH 3 ; R 2 is H or alkyl of one to three carbon atoms; R 3 is ##STR122## R 7 is hydrogen, fluorine, chlorine, bromine, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, nitro, CF 3 , CH 3 S or CH 3 CH 2 S; R 4 is R 9 S(O) n ; R 5 , R 6 and R 8 are independently hydrogen, fluorine, chlorine, bromine, methyl or methoxy; R 9 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, cyclopentyl or cyclopropylmethyl; X is CH 3 , --CH 2 CH 3 , alkoxy of one to three carbons, CF 3 , CH 3 S--, CH 3 OCH 2 -- or CH 3 OCH 2 CH 2 O--; Y is CH 3 or OCH 3 ; Z is N; and n is 0, 1 or 2; and their agriculturally suitable salts; provided that: (a) R 1 and R 2 may not simultaneously be hydrogen; (b) when R 6 is other than H, then R 5 , R 7 and R 8 must be hydrogen; (c) when n is 1, then R 7 is other than CH 3 S or CH 3 CH 2 S, and X is other than CH 3 S; (d) when R 6 is H and R 5 , R 7 and R 8 are other than H, then R 5 , R 7 and R 8 must either be Cl or CH 3 ; and (e) when R 9 is C 1 -C 2 alkyl, then n is 1 or 2.
Claim 3
Dependent Claim 34 words
A compound of claim 1 wherein R 7 is H, Cl, F, Br, CH 3 , OCH 3 , CF 3 or NO 2 , and R 1 is H or CH 3 .
Claim 4
Dependent Claim 16 words
A compound of claim 2 wherein R 5 , R 6 and R 8 are H.
Claim 5
Dependent Claim 14 words
A compound of claim 3 wherein R 2 is H or CH 3 .
Claim 6
Dependent Claim 24 words
A compound of claim 4 wherein X is CH 3 , OCH 3 , OC 2 H 5 or CH 2 OCH 3 .
Claim 7
Dependent Claim 18 words
A compound of claim 5 wherein R 9 is C 1 -C 4 alkyl and n is 2.
Claim 8
Dependent Claim 10 words
A compound of claim 6 wherein R 7 is H.
Claim 9
Dependent Claim 17 words
A compound of claim 7 wherein R 2 is H and R 1 is CH 3 .
Claim 10
Dependent Claim 12 words
A compound of claim 8 wherein R 9 is CH 3 .
Claim 11
Dependent Claim 9 words
The compound of claim 1 in which is, N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)(methyl)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide.
Claim 12
Dependent Claim 8 words
The compound of claim 1 which is, N-[(4,6-dimethyl-1,3,5-triazin-2-yl)(methyl)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide.
Claim 13
Dependent Claim 8 words
The compound of claim 1 which is, N-[(4-methyl-6-methoxy-1,3,5-triazin-2-yl)(methyl)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide.
Claim 14
Dependent Claim 8 words
The compound of claim 1 which is, N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)(methyl)aminocarbonyl]-2-(propylsulfonyl)benzenesulfonamide.
Claim 15
Dependent Claim 8 words
The compound of claim 1 which is, N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)(methyl)aminocarbonyl]-2-(propylsulfonyl)benzenesulfonamide.
Claim 16
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 1 and at least one of the following: surfactant, solid or liquid diluent.
Claim 17
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 2 and at least one of the following: surfactant, solid or liquid diluent.
Claim 18
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 3 and at least one of the following: surfactant, solid or liquid diluent.
Claim 19
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 4 and at least one of the following: surfactant, solid or liquid diluent.
Claim 20
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 5 and at least one of the following: surfactant, solid or liquid diluent.
Claim 21
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 6 and at least one of the following: surfactant, solid or liquid diluent.
Claim 22
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 7 and at least one of the following: surfactant, solid or liquid diluent.
Claim 23
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of the compound of claim 8 and at least one of the following: surfactant, solid or liquid diluent.
Claim 24
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 1.
Claim 25
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 2.
Claim 26
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 3.
Claim 27
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 4.
Claim 28
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 5.
Claim 29
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 6.
Claim 30
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 7.
Claim 31
Dependent Claim 27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of the compound of claim 8.

References Cited (Backward Citations)

US4127405A Cited
US4257802A Cited
US4225337A Cited
US4238621A Cited
US4302241A Cited
US4301286A Cited
US4310346A Cited
US4332611A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-01-31 1986-08-02 1987-02-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-01-31 1990-08-02 1991-02-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-01-31 1994-08-02 1995-02-01 $7700.00 Window Closed / Lapsed

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