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Three‐component One‐pot Synthetic Route to Functionalized N‐Phenyl‐ and N,N‐(1,4‐phenylene)‐2‐alkylimino‐2,3‐dihydrothiazoles under Mild,Solvent‐ and Catalyst‐free Conditions
Authors:Nasir Iravani  Mosadegh Keshavarz  Maryam Monfared  Fatemeh Hosseini
Institution:1. Department of Chemistry, Gachsaran Branch, Islamic Azad University, Gachsaran, Iran;2. Department of Chemistry, Yasouj University, Yasouj, Zip Code 75918‐74831, Iran
Abstract:A simple and efficient one‐pot synthesis of alkyl‐2‐(alkylimino)‐4‐methyl‐3‐phenyl‐2,3‐dihydrothiazole‐5‐carboxylate and dialkyl 3,3′‐(1,4‐phenylene)‐bis‐2‐(alkylimino)‐4‐methyl‐2,3‐dihydrothiazole‐5‐carboxylate] derivatives from the reaction of phenylisothiocyanate (and also 1,4‐phenylene diisothiocyanate) and primary alkylamines in the presence of 2‐chloro‐1,3‐dicarbonyl compounds is described. This new protocol has several advantages such as lack of necessity of the catalyst and solvent, good yields,mild conditions and short times for reaction.
Keywords:2‐Chloro‐1  3‐dicarbonyl compounds  2  3‐Dihydrothiazole  Phenylisothiocyanate  1  4‐Phenylene diisothiocyanate  Primary alkylamines
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