o-Nitro- and p-nitrochlorobenzene were reduced to the corresponding chloroanilines with aqueous solutions of sodium sulfide both in the presence and absence of a phase-transfer catalyst. The use of phase-transfer catalysts, with solid sodium sulfide, was found to change the course of the reaction completely to dinitrodiphenyl sulfide. The role of mass transfer in the system was assessed with m-nitrochlorobenzene as the organic substrate.