Molecules 2009, 14(12), 4849-4857; doi:10.3390/molecules14114849

Regioselective Synthesis of New 2-(E)-Cyano(thiazolidin-2-ylidene)thiazoles

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Received: 8 October 2009; in revised form: 4 November 2009 / Accepted: 25 November 2009 / Published: 25 November 2009
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Cyclocondensation of 2-[bis(methylthio)methylene]malononitrile (1) and cysteamine (2) afforded 2-(thiazolidin-2-ylidene)malononitrile (3). This compound on treatment with NaSH gave the corresponding thioamide derivative 4a in a regioselective manner on the basis of its single crystal X-ray diffraction analysis. Reaction of this compound with several α-bromocarbonyl compounds gave new 2-(E)-cyano(thiazolidin-2-ylidene)thiazoles 5a-g.
Keywords: thiazole; thiazolidine; Hantzsch’s synthesis; heterocyclization; regioselective synthesis; X-ray crystallography
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MDPI and ACS Style

Bakavoli, M.; Beyzaie, H.; Rahimizadeh, M.; Eshghi, H.; Takjoo, R. Regioselective Synthesis of New 2-(E)-Cyano(thiazolidin-2-ylidene)thiazoles. Molecules 2009, 14, 4849-4857.

AMA Style

Bakavoli M, Beyzaie H, Rahimizadeh M, Eshghi H, Takjoo R. Regioselective Synthesis of New 2-(E)-Cyano(thiazolidin-2-ylidene)thiazoles. Molecules. 2009; 14(12):4849-4857.

Chicago/Turabian Style

Bakavoli, Mehdi; Beyzaie, Hamid; Rahimizadeh, Mohammad; Eshghi, Hossein; Takjoo, Reza. 2009. "Regioselective Synthesis of New 2-(E)-Cyano(thiazolidin-2-ylidene)thiazoles." Molecules 14, no. 12: 4849-4857.

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