Imidazo[1,2-a]quinoxaline and its transformations. I

The transformations that occur during the reduction of 1-(o-nitrophenyl)-2-formylimidazole with sodium hydrosulfite in the presence of ammonia were studied. The 4-amino derivatives of imidazo1,2-a]quinoxaline and the bisulfite derivatives of 1-(o-aminophenyl)-2-formylimidazole are formed along with the previously described imidazo1,2-a]quinoxaline. 4-Aminoimidazo1,2-a]quinoxaline was also obtained by alternative synthesis by amination of imidazo-1,2-a]quinoxaline with sodium amide in dimethylaniline. The major product of the transformation is 4,4-bisimidazo1,2-a]quinoxalyl when the reaction is carried out in xylene.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 416–418, March, 1972.