Synthesis of a series of 2, 3-disubstituted 4H-1, 4-benzothiazines and X-ray crystal structure of ethyl 7-chloro-3-methyl-4H-1, 4-benzothiazine-2-carboxylate

A Dandia, P Sarawgi, MB Hursthouse…

Index: Dandia, Anshu; Sarawgi, Pritima; Hursthouse, Michael B.; Bingham, Ann L.; Light, Mark E.; Drake, John E.; Ratnani, Raju Journal of Chemical Research, 2006 , # 7 p. 445 - 448

Full Text: HTML

Citation Number: 6

Abstract

The reaction between 2-aminobenzenethiol and ethyl acetoacetate is studied under a variety of conditions, and a procedure for the exclusive synthesis of 1, 4-benzothiazines by the neat reaction of substituted aminothiols with β-ketoesters and β-dicarbonyl compounds in 85-96% yield is described. With microwave heating, even when both the reactants are solid, yields are high, reaction times brief, and work-up easy. A facile reaction is also ...