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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Propylene Carbonate as a Solvent in the Eco-Friendly Synthesis of Highly Substituted Imidazoles Through the Radziszewski Reaction

Author(s): July A. Hernández Muñoz, Erika M. de Cavalho, Joel Jones Junior and Flavia M. da S ilva

Volume 13, Issue 3, 2016

Page: [432 - 439] Pages: 8

DOI: 10.2174/1570179413999151110121949

Price: $65

Abstract

We have developed a simple, efficient and green method for the preparation of 2,4,5-triaryl imidazoles using propylene carbonate (PC) as an alternative solvent in the Radziszewski reaction, avoiding other organic solvents such as AcOH, MeOH, EtOH, DMSO and DMF. A wide range of 2,4,5-triaryl substituted imidazoles were synthesized. The nature of the substituents on the aromatic aldehyde had no significant effect on the reaction yield. PC offers advantages not only in the yield of the reaction but also in isolation of the product, which consists of a simple filtration followed by washes with warm water. The product was purified to a high analytical purity level by washing with hot hexane, (simple, single-step work-up). Thus, this protocol is practical and economically attractive.

Keywords: Green chemistry, green solvents, heterocycles, imidazoles, propylene carbonate, Radziszewski reaction.


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