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

Autor: A. S. Pugachova, M. V. Voevudsky, Vladimir I. Musatov, O. V. Krischik, O. U. Nesterova
Rok vydání: 2011
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 46:1520-1526
ISSN: 1573-8353
0009-3122
DOI: 10.1007/s10593-011-0702-7
Popis: 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.
Databáze: OpenAIRE