N-Amino Derivatives of Condensed Imidazole Systems

The previously unknown 1-amino- and 3-aminonaphtho1,2-d]imidazoles, 1-aminonaphtho2,3-d]imidazole, 1-aminophenanthro9,10-d]imidazole and the N-amino-N'-methylimidazolium picrates corresponding to them have been obtained by direct amination of a series of condensed imidazoles with O-picrylhydroxylamine. An X-ray structural investigation of 1-amino-3-methylnaphtho1,2-d]imidazolium picrate showed that, in difference to 1-aminobenzimidazolium salts, a conformation exists in it in which the hydrogen atoms of the N-NH₂ group are directed to the side of the meso carbon atom.