Dimethyl Sulfate → Piroxicam

Participants

Reaction Steps

By reacting saccharin sodium with isopropyl chloroacetate in dimethylformamide, isopropyl 3-oxo-1,2-bensoisothiazoline-2-acetate 1,1-dioxide is obtained which, by reaction with sodium isopropylate in isopropanol at temperatures between 60° C. and the boiling point of the solvent, for a time between 15 minutes and 3 hours, leads to a compound 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-benzothiazine-3-carboxamide 1,1-dioxide which may be used as a non-steroidal analgesic and anti-inflammatory drug.

Provenance & Evidence