An efficient procedure for the preparation of 4-substituted 5-aminoimidazoles

M McLaughlin, RM Mohareb…

Index: McLaughlin, Mark; Mohareb, Rafat M.; Rapoport, Henry Journal of Organic Chemistry, 2003 , vol. 68, # 1 p. 50 - 54

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Citation Number: 31

Abstract

The preparation of O-methylimidates from α-aminonitriles and their subsequent co- cyclization with primary amines to afford 4-substituted 5-aminoimidazoles was studied. It was found that the mildly acidic pyridinium p-toluenesulfonate efficiently catalyzed each stage of the reaction sequence:(a) the formation of the O-methylimidates,(b) their co- cyclization with a variety of primary amines, and (c) certain derivatizations of the resultant ...