Processes for preparing piroxicam and intermediates leading...

C - Chemistry – Metallurgy – 07 – D

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260/243.21

C07D 279/02 (2006.01) C07D 213/75 (2006.01) C07D 275/06 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1187873

Abstract Processes for the preparation of the antiinflam- matory 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 an appropriate base to give, respectively, piroxicam and alkyl 4- hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate l,l-dioxides, intermediates which can be converted into piroxicam; and the second of which comprises reacting a novel alkyl 2-(2-methyl-3-hydroxy-2,3- 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 l,l-dioxides, inter- mediates leading to piroxicam.

412724

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