US 4,051,130 AGranted

4(3H)-oxobenzo-2,1,3-thiadiazine-2,2-dioxides and derivatives thereof

AssigneeThe Dow Chemical Company

InventorsLennon H. McKendry, Walter P. Bland

Life of this patent

Estimating the term…

Abstract

Disclosed are novel 4(3H)-oxobenzo-2,1,3-thiadiazine-2,2-dioxides and derivatives and methods employing the same in the control of undesired vegetation.

Claims27

Dependent claims

A compound corresponding to the formula:

##STR28## wherein:
each X independently represents loweralkyl, haloloweralkyl, cycloalkyl having from 3 to about 8 carbon atoms, phenyl, loweralkylphenyl, halophenyl, --SCN, --COOR.sup.5, ##STR29## --YR.sup.2, --SO.sub.2 R.sup.5, --SO.sub.2 NR.sup.3 R.sup.4, --CF.sub.3, ##STR30## or --Y'CF.sub.2 C(Z).sub.3 ;
n represents an integer of 1 to 4, inclusive;
m represents an integer of 1 or 2;
R represents loweralkyl, haloloweralkyl;
alkenyl, haloalkenyl, alkynyl and haloalkynyl, each of about 3 to about 6 carbon atoms;
cycloalkyl of 3 to about 8 carbon atoms;
phenyl, loweralkylphenyl, halophenyl, benzyl, loweralkylbenzyl, halobenzyl, loweralkoxyloweralkyl, diloweralkylaminoloweralkyl;
loweralkylthioloweralkyl, or cyanoloweralkyl;
R.sup.1 represents hydrogen, ##STR31## --SO.sub.2 R.sup.10 or --SO.sub.2 NR.sup.8 R.sup.9 ;
R.sup.2 and R.sup.5 each represent alkyl of 1 to 2 carbon atoms;
R.sup.3 represents loweralkyl;
R.sup.4 represents hydrogen or loweralkyl;
R.sup.6 represents loweralkyl and hololoweralkyl each having from 1 to 5 carbon atoms, alkenyl and haloalkenyl of 2 to 5 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, loweralkoxyloweralkyl and loweralkylthioloweralkyl, each of 2 to 6 carbon atoms, alkoxycarbonylalkyl of 4 to 8 carbon atoms, phenyl, loweralkylphenyl or halophenyl;
R.sup.7 represents alkyl of 1 to 7 carbon atoms, haloalkyl of 1 to 4 carbon atoms, alkenyl and haloalkenyl of 3 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, loweralkylphenyl or halophenyl;
R.sup.8 represents loweralkyl of 1 to 4 carbon atoms and cycloalkyl of 3 to 6 carbon atoms;
R.sup.9 represents R.sup.8 and alkoxy, and when taken together with R.sup.8 and the nitrogen from which each depends, a heterocyclic ring of 4 to 8 carbon atoms;
R.sup.10 represents alkyl and haloalkyl, each of 1 to 7 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 hydrogen, bromo, chloro or fluoro;
and
where R.sup.1 is hydrogen, the salts thereof with organic or inorganic bases.

19 more elements

Dependencies are inferred from the claim text.

Facts

Application: 05/660,577Filed 12 Mar 1976 · continuation in part
Priority: 17 Sep 1973
Granted: 27 Sep 1977
Term ends: Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 285/16
Six-membered rings: thiadiazines; Hydrogenated thiadiazines
A01N 43/88
Having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms: six-membered rings with three ring hetero atoms
A01N 47/16
Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof: the nitrogen atom being part of a heterocyclic ring
A01N 47/22
Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof: o-Aryl or S-Aryl esters thereof

Family

Serial398,355Parent of this continuation-in-part · filed 17 Sep 1973
Serial497,583Parent of this continuation-in-part · filed 15 Aug 1974
US 4,051,130 AThis patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

Disclosed are novel 4(3H)-oxobenzo-2,1,3-thiadiazine-2,2-dioxides and derivatives and methods employing the same in the control of undesired vegetation.

A compound corresponding to the formula:

##STR28## wherein:
each X independently represents loweralkyl, haloloweralkyl, cycloalkyl having from 3 to about 8 carbon atoms, phenyl, loweralkylphenyl, halophenyl, --SCN, --COOR.sup.5, ##STR29## --YR.sup.2, --SO.sub.2 R.sup.5, --SO.sub.2 NR.sup.3 R.sup.4, --CF.sub.3, ##STR30## or --Y'CF.sub.2 C(Z).sub.3 ;
n represents an integer of 1 to 4, inclusive;
m represents an integer of 1 or 2;
R represents loweralkyl, haloloweralkyl;
alkenyl, haloalkenyl, alkynyl and haloalkynyl, each of about 3 to about 6 carbon atoms;
cycloalkyl of 3 to about 8 carbon atoms;
phenyl, loweralkylphenyl, halophenyl, benzyl, loweralkylbenzyl, halobenzyl, loweralkoxyloweralkyl, diloweralkylaminoloweralkyl;
loweralkylthioloweralkyl, or cyanoloweralkyl;
R.sup.1 represents hydrogen, ##STR31## --SO.sub.2 R.sup.10 or --SO.sub.2 NR.sup.8 R.sup.9 ;
R.sup.2 and R.sup.5 each represent alkyl of 1 to 2 carbon atoms;
R.sup.3 represents loweralkyl;
R.sup.4 represents hydrogen or loweralkyl;
R.sup.6 represents loweralkyl and hololoweralkyl each having from 1 to 5 carbon atoms, alkenyl and haloalkenyl of 2 to 5 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, loweralkoxyloweralkyl and loweralkylthioloweralkyl, each of 2 to 6 carbon atoms, alkoxycarbonylalkyl of 4 to 8 carbon atoms, phenyl, loweralkylphenyl or halophenyl;
R.sup.7 represents alkyl of 1 to 7 carbon atoms, haloalkyl of 1 to 4 carbon atoms, alkenyl and haloalkenyl of 3 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl, loweralkylphenyl or halophenyl;
R.sup.8 represents loweralkyl of 1 to 4 carbon atoms and cycloalkyl of 3 to 6 carbon atoms;
R.sup.9 represents R.sup.8 and alkoxy, and when taken together with R.sup.8 and the nitrogen from which each depends, a heterocyclic ring of 4 to 8 carbon atoms;
R.sup.10 represents alkyl and haloalkyl, each of 1 to 7 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 hydrogen, bromo, chloro or fluoro;
and
where R.sup.1 is hydrogen, the salts thereof with organic or inorganic bases.

19 more elements

Facts

Application

05/660,577Filed 12 Mar 1976 · continuation in part

Priority

17 Sep 1973

Granted

27 Sep 1977

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 285/16
Six-membered rings: thiadiazines; Hydrogenated thiadiazines
A01N 43/88
Having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms: six-membered rings with three ring hetero atoms
A01N 47/16
Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof: the nitrogen atom being part of a heterocyclic ring
A01N 47/22
Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof: o-Aryl or S-Aryl esters thereof