2,3-Dichloro-4-thiocyanatoaniline synthesis

Yield:7494-03-3 88%

Reaction Conditions:

with bromine;sodium bromide in methanol; for 1 h;

Steps:

40 Method 40; 2,3-Dichloro-4-thiocyanatoaniline

To a cold (0-5° C.) solution of 2,3-dichloroaniline (2 g) and sodium thiocyanate (3 g) in MeOH (30 ml), was added a solution of bromine (2 g) in MeOH (10 ml) saturated with sodium bromide. The solution was left to stir for 1 hour. The reaction mixture was poured into water (200 ml) and neutralised with sodium carbonate to pH 8. The solid was collected by filtration and dried to yield the title compound as a white solid (2.38 g) 88%. NMR: 6.35 (s, 2H), 6.81 (d, 1H), 7.55 (d, 1H); m/z (EI+): 218.

References:

US6689909,2004,B1 Location in patent:Page column 55