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US3940389A
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4 (3H)-Oxobenzo-2,1,3-thiadiazine-2,2-dioxides
Assignee: Dow Chemical Co
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Filing: 1974-08-15
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Granted: 1976-02-24
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Expires: 1994-08-15
Abstract
Abstract Disclosed are certain novel substituted 4(3H)-oxobenzo-2,1,3-thiadiazine-2,2-dioxide compounds and derivatives thereof and methods employing the same in the control of undesired vegetation.
Inventors
- 👤 Lennon H. McKendry
- 👤 Walter P. Bland
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 06:03
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/15; C07D285/16
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
234 words
A compound corresponding to the formula: ##SPC3## wherein: each X independently represents halo, Y'R 2 , Y"CF 2 C(Z) 3 , CF 3 , nitro, or loweralkyl, with the proviso that at least one X is always halo or nitro; n represents an integer of from 2 to 4, inclusive; m represents an integer of 1 or 2; R and R 1 each independently represent hydrogen, loweralkyl, haloloweralkyl, cycloalkyl, aryl, benzyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, --Y'R 2 , --SCCl 3 ; ##EQU1## --NH 2 , --SO 2 aryl, --SO 2 alkyl, --COOR 3 , --C(CH 3 ) 2 C.tbd.CH or --C(CH 3 ) 2 C.tbd.N; R 2 is hydrogen or loweralkyl of from one to about four carbon atoms; R 3 is loweralkyl; each loweralkyl, haloloweralkyl or --SO 2 alkyl group has from one to about six carbon atoms; halo represents any one or more of fluoro, chloro, bromo or iodo; cycloalkyl has from about three to about eight carbon atmos; aryl represents phenyl, methylphenyl or halophenyl; and alkenyl, haloalkenyl, alkynyl and haloalkynyl are each radicals having from about three to about six carbon atoms; each Y, Y' and Y" independently represents a chalcogen group having an atomic number of from 8 to 16, inclusive; each Z independently represents bromo, chloro, fluoro, or hydrogen; and, where at least one of R or R 1 is hydrogen, the salts thereof, with organic or inorganic bases.
Claim 2
Dependent Claim
234 words
A compound corresponding to the formula: ##SPC3## wherein: each X independently represents halo, Y'R 2 , Y"CF 2 C(Z) 3 , CF 3 , nitro, or loweralkyl, with the proviso that at least one X is always halo or nitro; n represents an integer of from 2 to 4, inclusive; m represents an integer of 1 or 2; R and R 1 each independently represent hydrogen, loweralkyl, haloloweralkyl, cycloalkyl, aryl, benzyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, --Y'R 2 , --SCCl 3 ; ##EQU1## --NH 2 , --SO 2 aryl, --SO 2 alkyl, --COOR 3 , --C(CH 3 ) 2 C.tbd.CH or --C(CH 3 ) 2 C.tbd.N; R 2 is hydrogen or loweralkyl of from one to about four carbon atoms; R 3 is loweralkyl; each loweralkyl, haloloweralkyl or --SO 2 alkyl group has from one to about six carbon atoms; halo represents any one or more of fluoro, chloro, bromo or iodo; cycloalkyl has from about three to about eight carbon atmos; aryl represents phenyl, methylphenyl or halophenyl; and alkenyl, haloalkenyl, alkynyl and haloalkynyl are each radicals having from about three to about six carbon atoms; each Y, Y' and Y" independently represents a chalcogen group having an atomic number of from 8 to 16, inclusive; each Z independently represents bromo, chloro, fluoro, or hydrogen; and, where at least one of R or R 1 is hydrogen, the salts thereof, with organic or inorganic bases.
Claim 3
Dependent Claim
24 words
The compound of claim 1 wherein X is selected from the group consisting of halo and loweralkyl of from one to two carbon atoms.
Claim 4
Dependent Claim
30 words
The compound of claim 1 wherein n is 2-4, each X is selected from the group consisting of loweralkyl and halo, respectively, R is loweralkyl and R 1 is hydrogen.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is 6,8-dichloro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-4(3H)-one-2,2-dioxide.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is 6-chloro-8-methyl-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-4(3H)-one-2,2-dioxide.
Claim 7
Dependent Claim
8 words
The compound of claim 1 which is 5-chloro-8-methyl-3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide.
Claim 8
Dependent Claim
197 words
A compound corresponding to the formula: ##SPC4## wherein: X represents halo or nitro; m represents an integer of 1 or 2; R and R 1 each independently represent hydrogen, loweralkyl, haloloweralkyl, cycloalkyl, aryl, benzyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, --Y'R 2 , --SCCl 3 ; ##EQU2## --NH 2 , --SO 2 aryl, --SO 2 alkyl, --COOR 3 , --C(CH 3 ) 2 C.tbd.CH or --C(CH 3 ) 2 C.tbd.N; R 2 is hydrogen or loweralkyl of from one to about four carbon atoms; R 3 is loweralkyl; each loweralkyl, haloloweralkyl or --SO 2 alkyl group has from one to about six carbon atoms; halo represents any one or more of fluoro, chloro, bromo or iodo; cycloalkyl has from about three to about eight carbon atoms; aryl represents phenyl, methylphenyl or halophenyl; and alkenyl, haloalkenyl, alkynyl and haloalkynyl are each radicals having from about three to about six carbon atoms; each Y, Y' and Y" independently represents a chalcogen group having an atomic number of from 8 to 16, inclusive; each Z independently represents bromo, chloro, fluoro, or hydrogen; and, where at least one of R or R 1 is hydrogen, the salts thereof, with organic or inorganic bases.
Claim 9
Dependent Claim
197 words
A compound corresponding to the formula: ##SPC4## wherein: X represents halo or nitro; m represents an integer of 1 or 2; R and R 1 each independently represent hydrogen, loweralkyl, haloloweralkyl, cycloalkyl, aryl, benzyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, --Y'R 2 , --SCCl 3 ; ##EQU2## --NH 2 , --SO 2 aryl, --SO 2 alkyl, --COOR 3 , --C(CH 3 ) 2 C.tbd.CH or --C(CH 3 ) 2 C.tbd.N; R 2 is hydrogen or loweralkyl of from one to about four carbon atoms; R 3 is loweralkyl; each loweralkyl, haloloweralkyl or --SO 2 alkyl group has from one to about six carbon atoms; halo represents any one or more of fluoro, chloro, bromo or iodo; cycloalkyl has from about three to about eight carbon atoms; aryl represents phenyl, methylphenyl or halophenyl; and alkenyl, haloalkenyl, alkynyl and haloalkynyl are each radicals having from about three to about six carbon atoms; each Y, Y' and Y" independently represents a chalcogen group having an atomic number of from 8 to 16, inclusive; each Z independently represents bromo, chloro, fluoro, or hydrogen; and, where at least one of R or R 1 is hydrogen, the salts thereof, with organic or inorganic bases.
Claim 10
Dependent Claim
9 words
The compound of claim 7 wherein X is halo.
Claim 11
Dependent Claim
9 words
The compound of claim 7 wherein X is chloro.
Claim 12
Dependent Claim
17 words
The compound of claim 7 wherein X is halo, R is isopropyl and R 1 is hydrogen.
Claim 13
Dependent Claim
8 words
The compound of claim 7 which is 8-nitro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-4(3H)-one-2,2-dioxide.
Claim 14
Dependent Claim
8 words
The compound of claim 10 which is 8-chloro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-4(3H)-one-2,2-dioxide
References Cited (Backward Citations)
US3708277A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-02-23 | 1979-08-25 | 1980-02-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-23 | 1983-08-25 | 1984-02-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-23 | 1987-08-25 | 1988-02-24 | $7700.00 | Window Closed / Lapsed |