Polycyclic fused amidines. Part I. Imidazo- and pyrimido-[1,2-f]-phenanthridines
Abstract
Phenanthridone reacts with 2-aminoethylammonium tosylate at 200–250 °C to give 2,3-dihydroimidazo[1,2-f]-phenanthridine (2; R = H) in high yield. This reaction could not be extended to the monotosylate salts of o-phenylenediamine, propane-1,3-diamine, and aminoguanidine. Unequivocal syntheses of imidazo[1,2-f]-phenanthridine (5) and the 3,4-dihydro-2H-pyrimido[1,2-f]phenathridines (14) are reported.