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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 2
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Original Articles

Convenient, Efficient Synthesis of Amide-Thioethers in Ionic Liquids

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Pages 246-250 | Received 29 Jun 2010, Published online: 14 Sep 2011
 

Abstract

An improved method for the synthesis of carboxamide ligands containing thioether donor sites is described. This replaces the pyridine as the reaction medium used in the classical method by tetrabutylammonium bromide. The desired products, 1,4-bis[o-(R-2-carboxamidophenyl)]-1,4-dithiobutane, R = quinoline (1), furan (2), thiophene (3), pyridine (4), and pyrazine (5), were obtained in good yields and shorter reaction times.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

Partial support of this work by the Isafan University of Technology (IUT) Research Council is gratefully acknowledged. Also acknowledged is partial support from the U.S. National Science Foundation Grant NSF-CHE-0749524 to P. C. F.

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