Glycineamides

Abstract

A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50°-150° C., said products being antiinflammatory agents. .Iadd.

What is claimed is: .[.1. A process for the preparation of a compound of the formula: ##STR10## wherein R 1  is selected from the group consisting of phenyl; monosubstituted phenyl wherein said substituent is selected from the group consisting of fluoro, chloro, methyl and methoxy; 2-thiazolyl; 4,5-dimethyl-2-thiazolyl; 2-pyridyl; 6-methyl-2-pyridyl, and 5-methyl-3-isoxazolyl; 
     
        C..]. .[.2.  The process of claim 1 wherein the metal hydride is sodium hydride..]. .[.3. The process of claim 2 wherein the solvent is tetrahydrofuran..]. .[.4. The process of claim 3 wherein X is hydrogen, and R 2  and R 3  are each methyl..]. .[.5. The process of claim 4 wherein R 1   is phenyl..]. .[.6. The process of claim 4 wherein R 1  is 2-thiazolyl..]. .[.7. The process of claim 4 wherein R 1  is 6-methyl-2-pyridyl..]. .[.8. The process of claim 4 wherein R 1  is 2-pyridyl..]. .Iadd. 9. A compound of the formula    R.sub.2 --NH--CH.sub.2 --CO--NH--R.sub.1     and the dihydrobromide salts thereof wherein R 1  is selected from the group consisting of phenyl; monosubstituted phenyl wherein said substituent is selected from the group consisting of fluoro, chloro, methyl and methoxy; 2-thiazolyl; 4,5-dimethyl-2-thiazolyl; 2-pyridyl; 6-methyl-2-pyridyl, and 5-methyl-3-isoxazolyl and R 2  is alkyl having from 1 to 3 carbon atoms. .Iaddend..Iadd. 10. The compound according to claim 9, wherein R 1  is 2-thiazolyl and R 2  is methyl. .Iaddend.