Study of tautomeric and isomeric behaviour of new 2-arylhydrazono-1,4-benzothiazines

Cyclization reactions of alpha-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 H-1 an...

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Bibliographic Details
Published inHeterocycles Vol. 45; no. 6; pp. 1183 - 1190
Main Authors Frohberg, P, Baumeister, U, Strohl, D, Danz, H
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 1997
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SUBSTITUENT
DIAZENYL ENAMINE FORMS
HYDRAZONE IMINE
SOLVENT
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Summary:Cyclization reactions of alpha-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 H-1 and N-15 NMR as well as X-Ray diffraction analysis.
ISSN:0385-5414
DOI:10.3987/COM-97-7792