Butylamine → 1-Butyl-3-(3-cyanophenyl)thiourea

Participants

Reaction Steps

To a 250 mL flask was added 3-aminobenzonitrile (0.59 g, 5.0 mmol), CHCl3 (25 mL) and saturated sodium bicarbonate (25 mL). To the well-stirred mixture was added dropwise thiophosgene (0.39 mL, 5.1 mmol). After 2 h butylamine (0.50 mL, 5.1 mmol) was added dropwise and stirred 1 h. The reaction mixture was then extracted with CHCl3, concentrated under reduced pressure, and chromatographed (silica gel, 2:98 MeOH/DCM) to yield 1-butyl-3-(3-cyanophenyl)thiourea (1.02 g, 87%) as a white solid: TLC (2:98 MeOH/DCM Rf 0.47).

Provenance & Evidence