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Synthesis and hydrazinolysis of β-(1,3,4-oxadiazol-2-yl)pyridines

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Chemistry of Heterocyclic Compounds Aims and scope

Cyclization of the hydrazide of 5-ethoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid by acylation with aromatic or aliphatic acid chlorides with subsequent boiling in POCl3 or heating in orthoformic acid gave the corresponding ethyl 2,6-dimethyl-5-(5-R-1,3,4-oxadiazol-2-yl)pyridine-3-carboxylate. The cyclization of the reaction products with hydrazine hydrate has been studied. Cyclization of the dihydrazide of 2,6-dimethyl-3,5-pyridinedicarboxylic acid under analogous conditions gave only 3,5-bis-(5-R-1,3,4-oxadiazol-2-yl)-2,6-dimethylpyridines, containing R = 2-FC6H4, H.

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Authors and Affiliations

  1. O. Gonchar Dnepropetrovsk National University, Dnepropetrovsk, 49010, Ukraine

    O. U. Nesterova & A. S. Pugachova

  2. Ukrainian State University of Chemical Engineering, Dnepropetrovsk, 49005, Ukraine

    M. V. Voevudsky & O. V. Krischik

  3. Institute for Single Crystals, National Academy of Sciences of Ukraine, Kharkiv, 61001, Ukraine

    V. I. Musatov

Authors
  1. O. U. Nesterova
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  2. A. S. Pugachova
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  3. M. V. Voevudsky
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  4. O. V. Krischik
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  5. V. I. Musatov
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Corresponding author

Correspondence to O. U. Nesterova.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, 1879–1888, December, 2010.

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Nesterova, O.U., Pugachova, A.S., Voevudsky, M.V. et al. Synthesis and hydrazinolysis of β-(1,3,4-oxadiazol-2-yl)pyridines. Chem Heterocycl Comp 46, 1520–1526 (2011). https://doi.org/10.1007/s10593-011-0702-7

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  • DOI: https://doi.org/10.1007/s10593-011-0702-7

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