Process for the preparation of 4-hydroxy-3-(5-methyl-...

Details Process for the preparation of 4-hydroxy-3-(5-methyl-... Process for the preparation of 4-hydroxy-3-(5-methyl-...

C - Chemistry, Metallurgy

07

D

260/243.21

C07D 279/02 (2006.01) C07D 261/14 (2006.01) C07D 417/04 (2006.01) C07D 417/06 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1083572

ABSTRACT OF THE DISCLOSURE A novel process for preparing 4-hydroxy-3-(5-methyl-3-isoxazolyl- carbamoyl)-2-methyl-2H-1,2-benzothiazine 1,1-dioxide (I), starting with 3- amino-5-methylisoxazole (II) is disclosed. Compound I exhibits anti-inflam- matory properties and is useful for treating inflammation. In the process of the invention an intermediate obtained, 2,3-dihydro-N-(5imethyl-3-isoxa- zolyl)-3-oxo-1,2-benzisothiazole-2-acetamide 1,1-dioxide (IV) undergoes re- arrangement to provide 1-{[5-(4-hydroxy-2H-1,2-benzothiazin-3-yl)-1,2,4,- oxadiazol-3-yl]methyl} ethanone S,S-dioxide (V), which is methylated, accord- ing to conventional procedures. The methylated intermediate VI, upon further treatment, undergoes a second rearrangement to obtain the desired anti-inflam- matory compound I.

252912

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