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US4456469A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyridyl sulfone herbicides

Assignee: EIDP Inc
•
Filing: 1982-08-16
•
Granted: 1984-06-26
•
Expires: 2002-08-16
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Abstract

Abstract Pyridyl sulfones, e.g., N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-(methylsulfonyl)-3-pyridinesulfonamide, are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.

Inventors

  • 👤 John B. Adams, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 13:05
CPC Classifications
C; C07; C07C; C07C311/00; C07C311/65; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D; C07D521/00

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 292 words
A compound of the formula: ##STR330## wherein R is C 1 -C 6 alkyl, C 3 -C 6 alkenyl, C 2 -C 4 alkoxyalkyl, C 5 -C 6 cycloalkyl, R 1 OCH 2 CH 2 OCH 2 , R 1 OCH 2 CH 2 OCH 2 CH 2 , ##STR331## CF 3 , CF 3 CH 2 or HGLCCF 2 , HCF 2 R 1 is methyl or ethyl; R 2 and R 3 are independently H, Cl, OCH 3 , F, CH 3 , Br, NO 2 or CF 3 ; n is 0, 1 or 2; G is F, Cl, Br or CF 3 ; L is F, Cl or H; Z is H, F, Cl, Br, CH 3 , CH 3 O or CH 3 S; W is O or S: ##STR332## X is CH 3 , CH 3 O or Cl; Y is CH 3 , CH 3 CH 2 , CH 3 O, CH 3 CH 2 O, CH 3 O(CH 2 ) m , CH 3 OCH 2 CH 2 O, R 4 O 2 CR 5 CHO, (CH 3 ) 2 N, CH 3 (CH 2 CN)N, NHCH 3 or NH 2 ; E is N; R 4 is H, CH 3 or CH 3 CH 2 ; R 5 is H or CH 3 ; R 6 is H or CH 3 ; m is 1 or 2; and their agriculturally suitable salts; provided that: (1) when W=S, then R 6 is H; and (2) when X=Cl, then E=CH and Y=CH 3 , C 2 H 5 , CH 3 O, C 2 H 5 O, CH 3 O(CH 2 ) m --, NH 2 , NHCH 3 or N(CH 3 ) 2 .
Claim 2
Dependent Claim 292 words
A compound of the formula: ##STR330## wherein R is C 1 -C 6 alkyl, C 3 -C 6 alkenyl, C 2 -C 4 alkoxyalkyl, C 5 -C 6 cycloalkyl, R 1 OCH 2 CH 2 OCH 2 , R 1 OCH 2 CH 2 OCH 2 CH 2 , ##STR331## CF 3 , CF 3 CH 2 or HGLCCF 2 , HCF 2 R 1 is methyl or ethyl; R 2 and R 3 are independently H, Cl, OCH 3 , F, CH 3 , Br, NO 2 or CF 3 ; n is 0, 1 or 2; G is F, Cl, Br or CF 3 ; L is F, Cl or H; Z is H, F, Cl, Br, CH 3 , CH 3 O or CH 3 S; W is O or S: ##STR332## X is CH 3 , CH 3 O or Cl; Y is CH 3 , CH 3 CH 2 , CH 3 O, CH 3 CH 2 O, CH 3 O(CH 2 ) m , CH 3 OCH 2 CH 2 O, R 4 O 2 CR 5 CHO, (CH 3 ) 2 N, CH 3 (CH 2 CN)N, NHCH 3 or NH 2 ; E is N; R 4 is H, CH 3 or CH 3 CH 2 ; R 5 is H or CH 3 ; R 6 is H or CH 3 ; m is 1 or 2; and their agriculturally suitable salts; provided that: (1) when W=S, then R 6 is H; and (2) when X=Cl, then E=CH and Y=CH 3 , C 2 H 5 , CH 3 O, C 2 H 5 O, CH 3 O(CH 2 ) m --, NH 2 , NHCH 3 or N(CH 3 ) 2 .
Claim 3
Dependent Claim 231 words
Compounds of claim 1 where R is C 1 -C 6 alkyl, C 3 -C 6 alkenyl, C 2 -C 4 alkoxyalkyl, C 5 -C 6 cycloalkyl, R 1 OCH 2 CH 2 OCH 2 , R 1 OCH 2 CH 2 OCH 2 CH 2 , ##STR333## CF 3 , CF 3 CH 2 or HGLCCF 2 ; R 1 is methyl or ethyl; R 2 and R 3 are independently H, Cl, OCH 3 , F, CH 3 , Br, NO 2 or CF 3 ; n is 0, 1 or 2; G is F, Cl, Br or CF 3 ; L is F, Cl or H; Z is H, F, Cl, Br, CH 3 , CH 3 O or CH 3 S; W is O or S; ##STR334## X is CH 3 or CH 3 O; Y is CH 3 , CH 3 CH 2 , CH 3 O, CH 3 CH 2 O, CF 3 CH 2 O, CH 3 O(CH 2 ) m , CH 3 OCH 2 CH 2 O, R 4 O 2 CR 5 CHO, (CH 3 ) 2 N or CH 3 (CH 2 CN)N; E is N; R 4 is H, CH 3 or CH 3 CH 2 ; R 5 is H or CH 3 ; R 6 is H; m is 1 or 2; and their agriculturally suitable salts.
Claim 4
Dependent Claim 20 words
Compounds of claim 1 or claim 2 wherein the substituent RSO 2 is at the 2-position of the pyridine ring.
Claim 5
Dependent Claim 8 words
Compounds of claim 3 wherein W is O.
Claim 6
Dependent Claim 8 words
Compounds of claim 4 wherein Z is H.
Claim 7
Dependent Claim 12 words
Compounds of claim 5 wherein R is C 1 -C 4 alkyl.
Claim 8
Dependent Claim 19 words
Compounds of claim 6 wherein Y is CH 3 , CH 3 O or CH 3 CH 2 O.
Claim 9
Dependent Claim 6 words
The compound of claim 1, N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(methylsulfonyl)-3-pyridinesulfonamide.
Claim 10
Dependent Claim 6 words
The compound of claim 1, N-[(4,6-dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(methylsulfonyl)-3-pyridinesulfonamide.
Claim 11
Dependent Claim 6 words
The compound of claim 1, N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(methylsulfonyl)-3-pyridinesulfonamide.
Claim 12
Dependent Claim 6 words
The compound of claim 1, N-[(4-dimethylamino-6-methoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(methylsulfonyl)-3-pyridinesulfonamide.
Claim 13
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 14
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 15
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 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 4 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 5 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 6 and at least one of the following: surfactant, solid or liquid diluent.
Claim 19
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 20
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 21
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 22
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 23
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 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 6.

References Cited (Backward Citations)

CA1114819A Cited
EP0013480B1 Cited
US4301286A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-26 1987-12-26 1988-06-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-26 1991-12-26 1992-06-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-26 1995-12-26 1996-06-26 $7700.00 Window Closed / Lapsed

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