Russian Journal of Organic Chemistry

, Volume 42, Issue 7, pp 1036–1038 | Cite as

Rearrangement with oxide ion transfer in reactions of 4-chloro-2-oxo-2,3-dihydrothiazole-5-carbaldehyde with ureas. cis-(Z)-trans-(E) isomerism of N-(2,4-dioxothiazolidin-5-ylidenemethyl)ureas

  • N. V. Spitsyn
  • A. N. Vdovichenko
Article

Abstract

4-Chloro-2-oxo-2,3-dihydrothiazole-5-carbaldehyde reacted with monosubstituted ureas to give cis-(Z)-and trans-(E)-N-(2,4-dioxothiazolidin-5-ylidenemethyl)ureas via rearrangement involving oxide ion transfer, cis (Z) Isomers were formed in methanol or dimethylformamide, while both individual cis (Z) and trans (E) isomers and their mixtures were isolated in the reaction performed in acetic acid.

Keywords

Oxide Acetic Methanol Urea Acetic Acid 

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Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • N. V. Spitsyn
    • 1
  • A. N. Vdovichenko
    • 1
  1. 1.Litvinenko Institute of Physical Organic and Coal ChemistryNational Academy of Sciences of UkraineDonetskUkraine

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