Process for obtaining 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-be

Details Process for obtaining 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-be Process for obtaining 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-be

1987-06-24

1989-01-10

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

C07D27916

Patent

active

047974834

ABSTRACT:
A process for obtaining 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide, which may be used as a non-steroidal analgesic and anti-inflammatory drug. The process comprises reacting saccharin sodium with isopropyl chloroacetate in dimethylformamide, reacting the resultant isopropyl 3-oxo-1,2-benzoisothiazoline-2-acetate 1,1-dioxide with sodium isopropylate in isopropanol to produce an intermediate which, when methylated in an aqueous-alcoholic basic medium with dimethyl sulfate, gives an intermediate compound which when condensed with 2-aminopyridine in xylene, yields 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazone-3-carboxamide 1,1-dioxide.

REFERENCES:
patent: 3303189 (1967-02-01), Loev

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