2-Chloroethanol → 2-(2-Amino-5-nitrophenoxy)ethan-1-ol

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-amino-5-nitrophenol (1, 30 g), 2-chloroethanol (24.2 g) and sodium hydroxide (powdered, 12 g) in DMSO (100 ml) was stirred for 2.5 h at 110° C. The mixture was poured onto crushed ice (200 g) and the dark yellow precipitate was filtered, washed with H2O three times. Recrystallization from ethanol gave 22.4 g (58%) of 2: mp 140°-142° C.; MS m/e 198 (M+).

Provenance & Evidence