3-Hydroxy 2-methyl benzisothiazolines as intermediates in production of piroxicam
AssigneePfizer Inc.
InventorPaul D. Weeks
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Abstract
Processes for the preparation of the antiinflammatory agent piroxicam and intermediates leading thereto, the first of which comprises reacting N-methylsaccharin with (N-2-pyridyl)haloacetamides and alkyl haloacetates in the presence of a metal hydride to give, respectively, piroxicam and alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates which can be converted into piroxicam; and the second of which comprises reacting a novel alkyl 2-(2-methyl-3-hydroxy2,3-dihydro-1,2-benzisosulfonazol-3-yl)-2-haloacetate with a metal hydride to give alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates leading to piroxicam.
Claims4
A compound selected from the group consisting of those of the formula ##STR24## wherein X is selected from the group consisting of chloro, bromo and iodo;
- and R.sub.1 is selected from the group consisting of alkoxy having from one to four carbon atoms and 2-methoxyethoxy.
Dependencies are inferred from the claim text.