2-(tert-Butyl-NNO-azoxy)aniline was prepared by selective reduction of
2-(tert-butyl-NNO-azoxy)nitrobenzene. Its bromination yielded the cor
responding para-bromo- and ortho,para-dibromoanilines (3a,b). meta-Bro
moanilines (6a,b) were synthesized by selective replacement of the ort
ho-bromine atoms in ortho,para-bromo(tert-butylazoxy)benzene (5a,b) by
ammonia in toluene under pressure.