Heterocyclic Communications, ( ISI ), Volume (17), No (3), Year (2011-3) , Pages (151-154)

Title : ( Regioselective synthesis of 2-[( E )-(benzo[ d ]thiazol-2(3 H )- ylidene)(cyano)methyl]thiazoles )

Authors: Mehdi Bakavoli , Hamid Beyzaei , Mohammad Rahimizadeh , Hossein Eshghi ,
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Abstract

Cyclocondensation of 2-[bis(methylthio)methylene]malononitrile and 2-amino-benzenthiol afforded 2-(benzo[ d ]thiazol-2-yl) malononitrile. This compound, on treatment with phosphorus pentasulfi de, gave the corresponding thioamide derivative in a regioselective manner. Reaction of this compound with several α -bromocarbonyl compounds gave new 2-[( E )-(benzo[ d ]thiazol- 2(3 H )-ylidene)(cyano)methyl]thiazoles.

Keywords

, α -bromocarbonyl compounds; benzo[d]thiazole;, Hantzsch ’ s synthesis; heterocyclization; phosphorus pentasulfide; regioselective synthesis; thiazole