SYNTHESIS AND HYDRAZINOLYSIS OF β-(1,3,4-OXADIAZOL-2-YL)PYRIDINES

Authors

  • Е. Ю. Нестерова O. Gonchar Dnepropetrovsk National University, Dnepropetrovsk 49010
  • А. С. Пугачова O. Gonchar Dnepropetrovsk National University, Dnepropetrovsk 49010
  • М. В. Воевудский Ukrainian State University of Chemical Engineering, Dnepropetrovsk 49005
  • О. В. Крищик Ukrainian State University of Chemical Engineering, Dnepropetrovsk 49005
  • В. И. Мусатов Institute for Single Crystals, National Academy of Sciences of Ukraine, Kharkiv 61001

DOI:

https://doi.org/10.1007/6211

Keywords:

hydrazide, hydrazine, nicotinic acid, 1, 3, 4-oxadiazole, aromatic acid chlorides

Abstract

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.

How to Cite
Nesterova, O. U.; Pugachova, A. S.; Voevudsky, M. V.; Krischik, O. V.; Musatov, V. I. Chem. Heterocycl. Compd. 2011, 46, 1520. [Khim. Geterotsikl. Soedin. 2010, 1879.]

For this article in the English edition see DOI 10.1007/s10593-011-0702-7


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Published

2021-03-23

Issue

No. 12 (2010)

Section

Original Papers