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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
Author(s) -
Iravani Nasir,
Keshavarz Mosadegh,
Monfared Maryam,
Hosseini Fatemeh
Publication year - 2014
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201300424
Subject(s) - catalysis , chemistry , solvent , phenylene , alkyl , medicinal chemistry , carboxylate , organic chemistry , polymer
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.