European Journal of Chemistry

Regioselective synthesis of new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles

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Published: Sep 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.3.356-358.389
Keywords:
Thiazole, Oxazolidine, Hantzsch’s synthesis, Heterocyclization, Regioselective synthesis, Phosphorus pentasulfide
Section
Research Article
Issue
Vol. 2 No. 3 (2011): September 2011
Dates
Received 2011-01-13
Accepted 2011-02-21
Published 2011-09-30


Main Article Content

Mehdi Bakavoli
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran
Hamid Beyzaei
Department of Chemistry, Faculty of Science, University of Zabol, Zabol, 98615-538, Iran
Mohammad Rahimizadeh
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran
Hossein Eshghi
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran

Abstract

Reaction of 2-(oxazolidin-2-ylidene)malononitrile (1) with phosphorus pentasulfide gave the corresponding thioamide derivative (2a) in a regioselective manner. Reaction of this compound with several α-bromocarbonyl compounds gave new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles (3a-g). The chemical structures of novel compounds were confirmed by 1H NMR, elemental analysis, FT-IR spectrometry and mass spectrophotometric analyses.

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Bakavoli, M.; Beyzaei, H.; Rahimizadeh, M.; Eshghi, H. Regioselective Synthesis of New 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles. Eur. J. Chem. 2011, 2, 356-358.

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