- Production of Piroxicam
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(CAS NO.: ), with its systematic name of 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide, could be produced through many synthetic methods.
Following is one of the synthesis routes:
The isomerization of methyl 3-oxo-1,2-benzothiazolin-1,1-dioxide-2-acetate (I) in the presence of sodium methoxide in DMSO affords methyl 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (II), which is methylated with methyl iodide and NaOH in methanol giving methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-1,1-dioxide-3-carboxylate (III). Finally, this product is treated with 2-aminopyridine (A) in refluxing xylene.
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