2-Chloro-4-(trifluoromethyl)benzonitrile → 2-(Methylthio)-4-(trifluoromethyl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

Sodium thiomethoxide (37 g of a 21% aqueous solution, 0.11M) was added during 2 hours to a solution of 2-chloro-4-trifluoromethylbenzonitrile (20.56 g, 0.099M) in acetone (34 g) with stirring at 30-35° C. After a further 2.5 hours at 30-35° C. and 3 hours at 60° C., a further addition of sodium thiomethoxide (3.4 g of a 21% aqueous solution, 0.01M) was made. The mixture was maintained at 60° C. for 2 hours, cooled and the organic phase evaporated to give 2-methylthio-4-trifluoromethylbenzonitrile (20.3 g), m.p.80° C. The yield of product was 91%, with a purity of 97%.

Provenance & Evidence