Synthesis of amino-substituted 1,3-bis(tert-butyl-NNO-azoxy)benzenes - 2. 2-Amino and 2,4-diamino derivatives

Oxidation of one of the amino groups of 2-bromo-4,6-dichloro-1,3-phenylened iamine to the nitroso group followed by its conversion into the tert-butyl- NNO-azoxy group afforded a derivative of m-(tert-butyl-NNO-azoxy)aniline, v iz., 2-bromo-3-(tert-butyl-NNO-azoxy)-4,6-dichloroaniline. Analogously, the second amino group was converted into the terl-butyl-NNO-azoxy group to fo rm a derivative of 1,3-bis(tert-butyl-NNO-azoxy)benzene, viz., 3-bromo-2,4- bis(tert-butyl-NNO-azoxy)-1,5-dichlorobenzene, The reaction of the latter w ith ammonia yielded 2-amino- and 2,4-diamino-substituted 1,3-bis(tert-butyl -NNO-azoxy)benzenes.