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


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.


Ammonia Hydroxide Organic Chemistry Cyano Ammonium Hydroxide 
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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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