Process for the preparation of 4-hydroxy-2-methyl-2h-...

C - Chemistry – Metallurgy – 07 – D

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260/243.21

C07D 279/02 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1197244

ABSTRACT Pharmaceutically active 4-hydroxy-2- methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides having the general formula: Image (I) wherein R is phenyl, aryl substituted with halogen or with C1-C6 alkyl groups, 2, 3 or 4- pyridyl or pyridyl substituted with halogen or with C1-C6 alkyl groups, 5-methyl-isoxazolyl or 2-thiazolyl, are prepared by reacting an alkyl 4- hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate- 1,1-dioxide of the formula: Image in which R1 is a C1-C6 alkyl, with a magnesium deri- vative of the formula: R-NH-Mg-X in which X is halogen and R has the aforesaid meanings, in an inert solvent at a temperature between about 0°C and about 130°C to form an intermediate product which is thereafter hydrolysed in an acid medium to provide the desired compound of the formula (I). The compounds of formula (I) have analgesic and antiinflammatory pro- perties.

422926

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