N-amino derivatives of condensed imidazole systems

Article abstract of DOI:10.1023/B:COHC.0000008260.31382.77

The previously unknown 1-amino- and 3-aminonaphtho[1,2-d]imidazoles, 1-aminonaphtho[2,3-d]-imidazole, 1-aminophenanthro[9,10-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-methylnaphtho[1,2-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.