Patent US4511392A successfully refreshed from Google Patents.
US4511392A
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US
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Herbicidal sulfonamides
Assignee: EIDP Inc
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Filing: 1982-10-29
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Granted: 1985-04-16
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Expires: 2002-10-29
Abstract
Abstract This invention relates to ortho-(isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, and triazolyl)benzenesulfonamides and their use as herbicides.
Inventors
- 👤 Morris P. Rorer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 08:20
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D233/00; C07D233/54; C07D233/64; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/52; C07D261/00; C07D261/02; C07D261/04; C07D261/06; C07D261/08; C07D521/00
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
431 words
A compound of the formula: ##STR154## where Q is ##STR155## W" is O or S; W is O, S or NR; W' is O or S; R is H or C 1 -C 4 alkyl; R 1 is H, F, Cl, Br, CH 3 , CF 3 or OCH 3 ; R 2 is H, CH 3 , C 2 H 5 , Cl or Br; R 3 is H, CH 3 , C 2 H 5 , Cl, Br, OCH 3 , OC 2 H 5 or SCH 3 ; R 4 is H or C 1 -C 4 alkyl; R 5 is H, CH 3 , C 2 H 5 , Cl, Br, OCH 3 , OC 2 H 5 or SCH 3 ; R 6 is H, CH 3 or C 2 H 5 ; R 7 is H or C 1 -C 4 alkyl; R 12 is H or CH 3 ; R 12 ' is H or CH 3 ; R 13 is H or CH 3 ; R 14 is H, CH 3 , C 2 H 5 , Cl, OCH 3 , OC 2 H 5 or SCH 3 ; R 15 is C 1 -C 3 alkyl; A is ##STR156## X is CH 3 , OCH 3 or Cl; Y is CH 3 , C 2 H 5 , CH 2 OCH 3 , OCH 3 , OC 2 H 5 , CH(OCH 3 ) 2 , NH 2 , NHCH 3 , N(CH 3 ) 2 , OCH 2 CH 2 OCH 3 , OCH 2 CF 3 , SCH 3 , CF 3 or ##STR157## Z is CH; and their agriculturally suitable salts; provided that (a) when R 2 is Cl or Br, then W is O or S; (b) when X is Cl, then Y is OCH 3 , OC 2 H 5 , NH 2 , NHCH 3 or N(CH 3 ) 2 ; (c) when W" is S, then R 13 is H and Y is CH 3 , OCH 3 , C 2 H 5 , OC 2 H 5 , CH 2 OCH 3 , CH(OCH 3 ) 2 or ##STR158## (d) when Q is ##STR159## then one of R 2 or R 3 must be H, CH 3 or C 2 H 5 ; (e) when Q is ##STR160## then one of R 2 or R 5 must be H, CH 3 or C 2 H 5 ; (f) the total number of carbon atoms of Q must be less than or equal to 8.
Claim 2
Dependent Claim
431 words
A compound of the formula: ##STR154## where Q is ##STR155## W" is O or S; W is O, S or NR; W' is O or S; R is H or C 1 -C 4 alkyl; R 1 is H, F, Cl, Br, CH 3 , CF 3 or OCH 3 ; R 2 is H, CH 3 , C 2 H 5 , Cl or Br; R 3 is H, CH 3 , C 2 H 5 , Cl, Br, OCH 3 , OC 2 H 5 or SCH 3 ; R 4 is H or C 1 -C 4 alkyl; R 5 is H, CH 3 , C 2 H 5 , Cl, Br, OCH 3 , OC 2 H 5 or SCH 3 ; R 6 is H, CH 3 or C 2 H 5 ; R 7 is H or C 1 -C 4 alkyl; R 12 is H or CH 3 ; R 12 ' is H or CH 3 ; R 13 is H or CH 3 ; R 14 is H, CH 3 , C 2 H 5 , Cl, OCH 3 , OC 2 H 5 or SCH 3 ; R 15 is C 1 -C 3 alkyl; A is ##STR156## X is CH 3 , OCH 3 or Cl; Y is CH 3 , C 2 H 5 , CH 2 OCH 3 , OCH 3 , OC 2 H 5 , CH(OCH 3 ) 2 , NH 2 , NHCH 3 , N(CH 3 ) 2 , OCH 2 CH 2 OCH 3 , OCH 2 CF 3 , SCH 3 , CF 3 or ##STR157## Z is CH; and their agriculturally suitable salts; provided that (a) when R 2 is Cl or Br, then W is O or S; (b) when X is Cl, then Y is OCH 3 , OC 2 H 5 , NH 2 , NHCH 3 or N(CH 3 ) 2 ; (c) when W" is S, then R 13 is H and Y is CH 3 , OCH 3 , C 2 H 5 , OC 2 H 5 , CH 2 OCH 3 , CH(OCH 3 ) 2 or ##STR158## (d) when Q is ##STR159## then one of R 2 or R 3 must be H, CH 3 or C 2 H 5 ; (e) when Q is ##STR160## then one of R 2 or R 5 must be H, CH 3 or C 2 H 5 ; (f) the total number of carbon atoms of Q must be less than or equal to 8.
Claim 3
Dependent Claim
50 words
Compounds of claim 1 where R and R 15 are independently CH 3 or C 2 H 5 ; R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 14 are independently H or CH 3 ; and W" is O.
Claim 4
Dependent Claim
12 words
Compounds of claim 2 where R 1 and R 13 are H.
Claim 5
Dependent Claim
29 words
Compounds of claim 3 where Y is CH 3 , CH 2 OCH 3 , OCH 3 , OC 2 H 5 , CH(OCH 3 ) 2 or ##STR161##
Claim 6
Dependent Claim
6 words
Compounds of claim 4 where ##STR162##
Claim 7
Dependent Claim
6 words
Compounds of claim 4 where ##STR163##
Claim 8
Dependent Claim
6 words
Compounds of claim 4 where ##STR164##
Claim 9
Dependent Claim
6 words
Compounds of claim 4 where ##STR165##
Claim 10
Dependent Claim
6 words
Compounds of claim 4 where ##STR166##
Claim 11
Dependent Claim
6 words
Compounds of claim 4 where ##STR167##
Claim 12
Dependent Claim
6 words
Compounds of claim 4 where ##STR168##
Claim 13
Dependent Claim
6 words
Compounds of claim 4 where ##STR169##
Claim 14
Dependent Claim
6 words
Compounds of claim 4 where ##STR170##
Claim 15
Dependent Claim
6 words
Compounds of claim 4 where ##STR171##
Claim 16
Dependent Claim
6 words
Compounds of claim 4 where ##STR172##
Claim 17
Dependent Claim
6 words
Compounds of claim 4 where ##STR173##
Claim 18
Dependent Claim
6 words
Compounds of claim 4 where ##STR174##
Claim 19
Dependent Claim
6 words
Compounds of claim 4 where ##STR175##
Claim 20
Dependent Claim
6 words
Compounds of claim 4 where ##STR176##
Claim 21
Dependent Claim
6 words
Compounds of claim 4 where ##STR177##
Claim 22
Dependent Claim
6 words
Compounds of claim 4 where ##STR178##
Claim 23
Dependent Claim
6 words
Compounds of claim 4 where ##STR179##
Claim 24
Dependent Claim
6 words
Compounds of claim 4 where ##STR180##
Claim 25
Dependent Claim
6 words
Compounds of claim 4 where ##STR181##
Claim 26
Dependent Claim
6 words
Compounds of claim 4 where ##STR182##
Claim 27
Dependent Claim
6 words
Compounds of claim 4 where ##STR183##
Claim 28
Dependent Claim
6 words
Compounds of claim 4 where ##STR184##
Claim 29
Dependent Claim
6 words
Compounds of claim 4 where ##STR185##
Claim 30
Dependent Claim
6 words
Compounds of claim 4 where ##STR186##
Claim 31
Dependent Claim
20 words
A compound of claim 1 selected from the group consisting of 2-(isoxazol-5-yl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamide 2-(isoxazol-5-yl)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1- and/or 2-methyl-1H-pyrazol-3-yl)benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1-methyl-1H-pyrazol-4-yl)benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(isoxazol-4-yl)benzenesulfonamide; and 2-(isoxazol-4-yl)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-benzenesulfonamide.
Claim 32
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 33
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 34
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 35
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 36
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 37
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 38
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 39
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 40
Dependent Claim
8 words
A compound of claim 1 which is N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-(1,2,3-thiadiazol-4-yl)benzenesulfonamide.
References Cited (Backward Citations)
US4214890A
Cited
US4238621A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-04-15 | 1988-10-15 | 1989-04-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-15 | 1992-10-15 | 1993-04-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-15 | 1996-10-15 | 1997-04-16 | $7700.00 | Window Closed / Lapsed |