Syntheses of 1,2,3-Trisubstituted 4-Aminoimidazolium Salts

Abstract

Abstract The salts of new mesoionic compounds of imidazole ring system having imino group at 4 position were synthesized by the reaction of amidines with haloacetonitriles. The resulting 4-amino-1,2,3-triphenylimidazolium salt was treated with sodium hydroxide to give an intermediate, N-cyanomethyl-N,N′-diphenylbenzamidine, which gave the salt of mesoionic imidazole with dry hydrogen bromide. 1,2,3-Trisubstituted 4-aminoimidazolium salts were treated with acetic anhydride or with picric acid or with silver perchlorate to give acetylated derivative, picrates and perchlorates, respectively.