Chemistry of Heterocyclic Compounds

, Volume 17, Issue 7, pp 656–662 | Cite as

Substituted 4(5H)-oxazolones and their salts. 3. Synthesis of 4(5H)-oxazolonium salts from amides of 2,4-dihydroxy-3,3-dimethylbutanoic acid

  • F. -U. Lyubke
  • T. P. Kosulina
  • V. G. Kul'nevich
Article

Abstract

2-Alkyl-substituted 4(5H)-oxazolonium salts were synthesized by the reaction of amides of 2,4-dihydroxy-3,3-dimethylbutanoic (pantoic) acid with aliphatic carboxylic acid anhydrides in the presence of an equimolar amount of perchloric acid. The hydrolysis of these salts was realized. Various acyl derivatives of pantoic acid amides were obtained, and the possibility of their cyclization to give 4(5H)-oxazolonium salts under the influence of condensing reagents was demonstrated. The mechanism of the heterocyclization of pantoic acid amides is discussed on the basis of these results.

Keywords

Hydrolysis Organic Chemistry Amide Anhydride Carboxylic Acid 

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Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • F. -U. Lyubke
    • 1
  • T. P. Kosulina
    • 1
  • V. G. Kul'nevich
    • 1
  1. 1.Krasnodar Polytechnic InstituteKrasnodar

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