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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Latvian Academy of Sciences, 226006, Riga

    V. G. Andrianov, V. G. Semenikhina & A. V. Eremeev

Authors
  1. V. G. Andrianov
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  2. V. G. Semenikhina
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  3. A. V. Eremeev
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Additional information

See [1] for Communication 2.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 822–826, June, 1991.

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Andrianov, V.G., Semenikhina, V.G. & Eremeev, A.V. Rearrangements of 1-oxa-2-azoles. 3. Rearrangement of 1,2,4-oxadiazole-3-carboxylic acid amidoximes. Chem Heterocycl Compd 27, 646–650 (1991). https://doi.org/10.1007/BF00472517

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  • DOI: https://doi.org/10.1007/BF00472517

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