Hydrochloric Acid → 5-Nitronaphthalene-1,4-dione

Participants

Reaction Conditions

Reaction Steps

120 ml of 37 percent by weight aqueous hydrochloric acid and 42 g (0.21 mol) of iron (II) chloride tetrahydrate are introduced into a reaction vessel and saturated with approximately 8 g of gaseous hydrogen chloride. 11 g of 5-nitro-1,4-naphthoquinone-1-oxime are introduced at a temperature of about 20° to 25°C. The reaction mixture is kept at the temperature indicated with stirring and, after 2 hours, is poured into 1,000 ml of water heated to approximately 40°C. followed by stirring for 30 minutes. The reaction product precipitated is then filtered off under suction, washed with water until neutral and dried at approximately 50°C. 5-Nitro-1,4-naphthoquinone melting at 161°C is thus obtained in a yield of 9.8 g (96 percent of the theoretical yield).

Provenance & Evidence