Amination of Some 1,3-Dinitrobenzenes with Liquid Ammonia–Potassium Permanganate

1,3-Dinitrobenzene and some its 2- and 4-substituted derivatives are dehydroaminated in a solution of potassium permanganate in liquid ammonia to give the corresponding mono- or diamino-1,3-dinitro-benzenes. Under the same conditions, 4-fluoro-1,3-dinitrobenzene is converted into 2,4-dinitroaniline via replacement of the fluorine atom, while 2,4-dinitrobenzaldehyde gives rise to 2,4-dinitrobenzamide.