Sodium hydride → N,N-Dimethyl-N'-[5-(4-methoxybenzylthio)thiophene-2-sulfonyl]formamidine

Participants

Reaction Conditions

Reaction Steps

A solution of 4-methoxy-α-toluenethiol (7.7 g, 0.05 mol) in DMF (10 ml) was added dropwise to a stirred mixture of sodium hydride (2.50 g, 50% oil dispersion, 0.054 mol) in DMF (40 ml). When gas evolution was complete, N,N-dimethyl-N'-(5-bromothiophene-2-sulfonyl)formamidine (14.85 g; 0.05 mol) was added and the resulting mixture was stirred for 1 hour at 25° C. The reaction mixture was diluted with water and the solid that separated was collected, washed with water and dried to give 15.36 g., m.p. 92°-101° C. Recrystallization from 1-chlorobutane gave material with m.p. 110°-111.5° C.

Provenance & Evidence