European Journal of Chemistry 2011, 2(3), 356-358. doi:10.5155/eurjchem.2.3.356-358.389

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


Mehdi Bakavoli (1,*) , Hamid Beyzaei (2) , Mohammad Rahimizadeh (3) , Hossein Eshghi (4)

(1) Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran
(2) Department of Chemistry, Faculty of Science, University of Zabol, Zabol, 98615-538, Iran
(3) Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran
(4) Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 91375-1436, Iran
(*) Corresponding Author

Received: 13 Jan 2011, Accepted: 21 Feb 2011, Published: 30 Sep 2011

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.

2_3_356_358_800


Keywords


Thiazole; Oxazolidine; Hantzsch’s synthesis; Heterocyclization; Regioselective synthesis; Phosphorus pentasulfide

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DOI: 10.5155/eurjchem.2.3.356-358.389

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[1]. Hamid Beyzaei, Reza Aryan, Zahra Keshtegar
Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives
Advances in Chemistry  2014, 1, 2014
DOI: 10.1155/2014/834641
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How to cite


Bakavoli, M.; Beyzaei, H.; Rahimizadeh, M.; Eshghi, H. Eur. J. Chem. 2011, 2(3), 356-358. doi:10.5155/eurjchem.2.3.356-358.389
Bakavoli, M.; Beyzaei, H.; Rahimizadeh, M.; Eshghi, H. Regioselective synthesis of new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles. Eur. J. Chem. 2011, 2(3), 356-358. doi:10.5155/eurjchem.2.3.356-358.389
Bakavoli, M., Beyzaei, H., Rahimizadeh, M., & Eshghi, H. (2011). Regioselective synthesis of new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles. European Journal of Chemistry, 2(3), 356-358. doi:10.5155/eurjchem.2.3.356-358.389
Bakavoli, Mehdi, Hamid Beyzaei, Mohammad Rahimizadeh, & Hossein Eshghi. "Regioselective synthesis of new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles." European Journal of Chemistry [Online], 2.3 (2011): 356-358. Web. 17 Sep. 2019
Bakavoli, Mehdi, Beyzaei, Hamid, Rahimizadeh, Mohammad, AND Eshghi, Hossein. "Regioselective synthesis of new 2-(E)-cyano(oxazolidin-2-ylidene)thiazoles" European Journal of Chemistry [Online], Volume 2 Number 3 (30 September 2011)

DOI Link: https://doi.org/10.5155/eurjchem.2.3.356-358.389

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