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Chemistry of Heterocyclic Compounds

, Volume 27, Issue 6, pp 646–650 | Cite as

Rearrangements of 1-oxa-2-azoles. 3. Rearrangement of 1,2,4-oxadiazole-3-carboxylic acid amidoximes

  • V. G. Andrianov
  • V. G. Semenikhina
  • A. V. Eremeev
Article

Abstract

The rearrangement of unsubstituted 1,2,4-oxadiazole-3-carboxylic acid amidoxime and its N-isopropyl derivative to an aminofurazan is catalyzed by ammonia, while in the case of the amidoxime containing a piperidino substituent the rearrangement is catalyzed by acids. In ammonium hydroxide the piperidino and imidazolyl derivatives are converted to cyano amidoximes as a result of opening of the oxadiazole ring.

Keywords

Ammonia Hydroxide Organic Chemistry Cyano Ammonium Hydroxide 
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 1991

Authors and Affiliations

  • V. G. Andrianov
    • 1
  • V. G. Semenikhina
    • 1
  • A. V. Eremeev
    • 1
  1. 1.Institute of Organic SynthesisLatvian Academy of SciencesRiga

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