3-Nitroaniline → 3-Nitrophenylhydrazinium(1+) chloride

Participants

Reaction Conditions

Reaction Steps

3-Nitro-phenylamine (27.6 g, 0.2 mol) was dissolved in the mixture of H2O (40 mL) and 37% HCl (40 mL). A solution of NaNO2 (13.8 g, 0.2 mol) in H2O (60 mL) was added to the mixture at 0° C., and then a solution of SnCl2.H2O (135.5 g, 0.6 mol) in 37% HCl (100 mL) was added at that temperature. After stirring at 0° C. for 0.5 h, the insoluble material was isolated by filtration and washed with water to give (3-nitrophenyl)hydrazine hydrochloride (27.6 g, 73%).

Provenance & Evidence