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Formation of 4,5-dihydro-1,2,4-triazoles during rearrangement of O-acetyl derivatives of 1,2-hydroxylaminohydrazones and thiosemicarbazones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Acylation of phenylhydrazone, semicarbazone, and thiosemicarbazones of 1,2-hydroxyl-amino-ketones containing a hydroxylamine group at the tertiary carbon atom, by acetic anhydride, leads to products of O-acylation at the hydroxylamine group, which in alkali medium rearrange to form 4,5-dihydro-1,2,4-triazoles.

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk

    N. V. Belova, L. B. Volodarskii & A. Ya. Tikhonov

Authors
  1. N. V. Belova
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  2. L. B. Volodarskii
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  3. A. Ya. Tikhonov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 352–356, March, 1986.

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Belova, N.V., Volodarskii, L.B. & Tikhonov, A.Y. Formation of 4,5-dihydro-1,2,4-triazoles during rearrangement of O-acetyl derivatives of 1,2-hydroxylaminohydrazones and thiosemicarbazones. Chem Heterocycl Compd 22, 287–291 (1986). https://doi.org/10.1007/BF00514996

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  • DOI: https://doi.org/10.1007/BF00514996

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