← Back to Patent Explorer
US4668279A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal pyridinesulfonamides

Assignee: EIDP Inc
•
Filing: 1985-04-22
•
Granted: 1987-05-26
•
Expires: 2005-04-22
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Novel pyridinesulfonamide compounds containing ortho-heterocyclic substituents such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1H-1,2,4-triazol-1-yl)-3-pyridinesulfonamide display utility as herbicides and plant growth regulants.

Inventors

  • 👤 Morris P. Rorer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 07:51
CPC Classifications
C; C07; C07D; C07D521/00; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D401/00; C07D401/02; C07D401/04; C07D413/00; C07D413/02; C07D413/04

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 440 words
A compound of the formula I or II ##STR92## wherein R is H or CH 3 ; R 1 is H, Cl, Br, SCH 3 or CH 3 ; n is O, 1 or 2; W is O or S; Q is a saturated 5- or 6-membered ring containing one heteroatom selected from O, S, or N, or an unsaturated 5- or 6-membered ring containing 1 to 3 heteroatoms selected from 0-1 S, 0-1 O or 0-3 N and when Q is an unsaturated 5- or 6-membered ring, it may optionally be substituted by one or more groups selected from C 1 -C 4 alkyl, halogen, C 3 -C 4 alkenyl C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, C 3 -C 4 alkenylthio, C 1 -C 2 haloalkoxy or C 1 -C 2 haloalkylthio; A is ##STR93## X is CH 3 , OCH 3 , OCH 2 CH 3 , Cl, F, Br, I, OCF 2 H, CH 2 F, OCH 2 CH 2 F, OCH 2 CHF 2 , OCH 2 CF 3 or CF 3 ; Y is H, C 1 -C 2 alkyl, OCH 3 , OC 2 H 5 , CH 2 OCH 3 , NHCH 3 , N(OCH 3 )CH 3 , N(CH 3 ) 2 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, CH 2 OCH 2 CH 3 , OCH 2 CH 2 OCH 3 , CH 2 SCH 3 , ##STR94## OCF 2 H, SCF 2 H or cyclopropyl; m is 2 or 3; L 1 and L 2 are independently O or S; R 2 is H or CH 3 ; R 3 and R 4 are independently C 1 -C 2 alkyl; and Z is CH; provided that (a) when X is Cl, F, Br or I, then Y is OCH 3 , OC 2 H 5 , N(OCH 3 )CH 3 , NHCH 3 , N(CH 3 ) 2 , or OCF 2 H; (b) when Y is cyclopropyl, X is other than Cl, F, Br or I; (c) when Q is a saturated 5- or 6-membered ring containing one nitrogen atom, it is bonded to the pyridine ring through carbon; (d) when W is S, then R is H, A is A-1, and Y is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , C 2 H 5 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, OCH 2 CH 2 OCH 3 , CH(OCH 3 ) 2 or ##STR95## and their agriculturally suitable salts.
Claim 2
Dependent Claim 440 words
A compound of the formula I or II ##STR92## wherein R is H or CH 3 ; R 1 is H, Cl, Br, SCH 3 or CH 3 ; n is O, 1 or 2; W is O or S; Q is a saturated 5- or 6-membered ring containing one heteroatom selected from O, S, or N, or an unsaturated 5- or 6-membered ring containing 1 to 3 heteroatoms selected from 0-1 S, 0-1 O or 0-3 N and when Q is an unsaturated 5- or 6-membered ring, it may optionally be substituted by one or more groups selected from C 1 -C 4 alkyl, halogen, C 3 -C 4 alkenyl C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, C 3 -C 4 alkenylthio, C 1 -C 2 haloalkoxy or C 1 -C 2 haloalkylthio; A is ##STR93## X is CH 3 , OCH 3 , OCH 2 CH 3 , Cl, F, Br, I, OCF 2 H, CH 2 F, OCH 2 CH 2 F, OCH 2 CHF 2 , OCH 2 CF 3 or CF 3 ; Y is H, C 1 -C 2 alkyl, OCH 3 , OC 2 H 5 , CH 2 OCH 3 , NHCH 3 , N(OCH 3 )CH 3 , N(CH 3 ) 2 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, CH 2 OCH 2 CH 3 , OCH 2 CH 2 OCH 3 , CH 2 SCH 3 , ##STR94## OCF 2 H, SCF 2 H or cyclopropyl; m is 2 or 3; L 1 and L 2 are independently O or S; R 2 is H or CH 3 ; R 3 and R 4 are independently C 1 -C 2 alkyl; and Z is CH; provided that (a) when X is Cl, F, Br or I, then Y is OCH 3 , OC 2 H 5 , N(OCH 3 )CH 3 , NHCH 3 , N(CH 3 ) 2 , or OCF 2 H; (b) when Y is cyclopropyl, X is other than Cl, F, Br or I; (c) when Q is a saturated 5- or 6-membered ring containing one nitrogen atom, it is bonded to the pyridine ring through carbon; (d) when W is S, then R is H, A is A-1, and Y is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , C 2 H 5 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, OCH 2 CH 2 OCH 3 , CH(OCH 3 ) 2 or ##STR95## and their agriculturally suitable salts.
Claim 3
Dependent Claim 140 words
A conmpound of claim 1 selected from Formulae I or II wherein R is H; W is O; Q is selected from the group consisting of ##STR96## and phenyl; n' is 0 or 1; R 5 , R 6 and R 7 are independently H or CH 3 ; R 5 ' is H, CH 3 , C 2 H 5 , C 1 -C 3 alkylthio, SCH 2 CH═CH 2 , SCF 2 H, OCH 3 or OCH 2 CH 3 ; R 8 is H or Cl; R 9 and R 10 are independently H, CH 3 or OCH 3 ; R 11 and R 12 are independently CH 3 or OCH 3 ; W' is O, S or NR 13 ; and R 13 is H, C 1 -C 3 alkyl or CH 2 CH═CH 2 .
Claim 4
Dependent Claim 48 words
A compound of claim 2 wherein A is A-1; R 1 is H; n' is 0; and Q is selected from the group consisting of Q-1, Q-2, Q-3, Q-4, Q-7, Q-8, Q-9, Q-10, Q-11, Q-14, Q-16, Q-17, Q-18, Q-21, Q-22, Q-24, Q-27, Q-30, Q-33, Q-37, Q-38 and phenyl.
Claim 5
Dependent Claim 44 words
A compound of claim 3 wherein X is CH 3 , OCH 3 , OCH 2 CH 3 or Cl and Y is CH 3 , CH 2 CH 3 , OCH 3 , CH(OCH 3 ) 2 or CH 2 OCH 3 .
Claim 6
Dependent Claim 9 words
A compound of claim 4 where n is 0.
Claim 7
Dependent Claim 19 words
A compound of claim 5 where Y is CH 3 , CH 2 CH 3 or OCH 3 .
Claim 8
Dependent Claim 8 words
A compound of claim 6 of Formula I.
Claim 9
Dependent Claim 8 words
A compound of claim 6 of Formula II.
Claim 10
Dependent Claim 8 words
The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1H-1,2,4-triazol-1-yl)-3-pyridinesulfonamide.
Claim 11
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 12
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 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 3 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 4 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 5 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 6 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 7 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 8 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 26 words
A method for controlling the growth of undesired vegetation which comprises applying the locus to be protected, an effective amount of a compound of claim 2.
Claim 21
Dependent Claim 26 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected, an effective amount of a 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.
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 pound of claim 7.
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 8.

References Cited (Backward Citations)

US4544401A Cited
US4579583A Cited
US4579583B1 Cited
EP0161211A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-25 1990-11-24 1991-05-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-25 1994-11-24 1995-05-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-25 1998-11-24 1999-05-26 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag