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Chemistry of Heterocyclic Compounds

, Volume 32, Issue 9, pp 1089–1094 | Cite as

Synthesis and reactions of 2-amino-5-carbomethoxy-6-phenyl-6H-1,3,4-thiadiazine

  • V. A. Mamedov
  • L. V. Krokhina
  • E. A. Berdnikov
  • Ya. A. Levin
Article

Abstract

Treatment of methyl 3-phenyl-3-chloro-2-oxopropionate with thiosemicarbazide gives 2-amino-S-carbomethozy6-phenyl-6H-1,3,4-thiadiazine, theisomeric 2-hydrazino-4-carbomethoxy-S-phenylthiazole, orthecorresponding carboxylic acids depending on the acidity of the medium. The intermediate on the way to the thiadiazine proved to be a covalent 4,5-hydrate. These reactions are subject to thermodynamic control. Acetylation of the above thiadiazine occurs either with retention of the thiadiazine structure or via sulfur atom extrusion to give acetylated 3-amino-4-phenyl-5-carbomethoxypyrazole.

Keywords

Sulfur Methyl Organic Chemistry Acidity Carboxylic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • V. A. Mamedov
  • L. V. Krokhina
  • E. A. Berdnikov
  • Ya. A. Levin

There are no affiliations available

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