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Note | Regular issue | Vol 45, No. 6, 1997, pp.1183-1190
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7792
Study of Tautomeric and Isomeric Behaviour of New 2-Arylhydrazono-1,4-benzothiazines

Petra Frohberg,* Ute Baumeister, Dieter Ströhl, and Henning Danz

*Institute of Pharmaceutical Chemistry, Martin-Luther-University Halle-Wittenberg, Wofgang-Langenbeck-Str. 4, 06120 Halle, Germany

Abstract

Cyclization reactions of α-ketohydrazonyl chlorides such as methyl 6-arylhydrazono-6-chloro-5-oxohexanoates (2) and the 6-arylhydrazono-6-chloro-5-oxohexanoic acids (3) with o-aminothiophenol lead to 1,4-benzothiazine derivatives. The tautomeric and isomeric equilibria are discussed using 1H and 15N NMR as well as X-Ray diffraction analysis.