2,3-Dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2- benzothiazole-2

Details 2,3-Dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2- benzothiazole-2 2,3-Dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2- benzothiazole-2

1975-12-29

1977-05-10

Gallagher, R. J.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D27506

Patent

active

040227960

ABSTRACT:
A novel process for preparing 4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2H-1,2-benzothiazine 1,1-dioxide (I), starting with 3-amino-5-methylisoxazole (II) is disclosed. Compound I exhibits anti-inflammatory properties and is useful for treating inflammation. In the process of the invention an intermediate obtained, 2,3-dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2-benzisothiazole-2-actamide 1,1-dioxide (IV) undergoes rearrangement to provide 1-{[5-(4-hydroxy-2H-1,2-benzothiazin-3-yl)-1,2,4-oxadiazol-3-yl]methyl}eth anone, S,S-dioxide (V), which is methylated, according to conventional procedures. The methylated intermediate VI, upon further treatment, undergoes a second rearrangement to obtain the desired anti-inflammatory compound I.

REFERENCES:
patent: 3957772 (1976-05-01), Fabian et al.

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