Abstract The study of chlorination of N-(N-arylsulfonylarylimidoyl)-1, 4-benzoquinone imines and of N-(N-arylsulfonylarylimidoyl)-1, 4-aminophenols revealed that the dominant stage in the process was the formation of cyclohexene structures, 4-(N-arylsulfonylarylimidoyl) imino- 2, 5, 6-trichloro-2-cyclohexene-1-ones, resulting from addition of a Cl 2 molecule across the C= C bond of the quinoid ring. These substances suffer a prototropic rearrangements ...