Nitrogen mustard hydrochloride → 1-(4-Methylpiperazin-1-yl)naphthalen-2-ol

Participants

Reaction Steps

1-Aminonaphthalen-2-ol hydrochloride (5 g, 25.6 mmol) is brought to the reflux point of 1-butanol (100 ml) in the presence of 2-chloro-N-(chloroethyl)-N-methylethanamine hydrochloride (4.9 g, 25.6 mmol) and sodium carbonate (5.4 g, 51 mmol). After 48 h, the reaction mixture is concentrated and impregnated onto silica and then purified by flash chromatography with a mixture (93/7/1) of dichloromethane/methanol/aqueous ammonia.

Provenance & Evidence