An optimized process for formation of 2, 4-disubstituted imidazoles from condensation of amidines and α-haloketones

…, RF Hank, J Murry, J Roth, H Tobiassen

Index: Li, Bryan; Chiu, Charles K.-F.; Hank, Richard F.; Murry, Jerry; Roth, Joshua; Tobiassen, Harry Organic Process Research and Development, 2002 , vol. 6, # 5 p. 682 - 683

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Citation Number: 55

Abstract

The preparation of 2, 4-disubstituted imidazoles from the condensation of α-haloketones with amidines is described. The optimal reaction protocol is to add the α-bromoketone solution to the amidine in aqueous tetrahydrofuran in the presence of potassium bicarbonate under vigorous reflux. Imidazole was isolated in 83-91% yield with> 95% purity without column chromatography.