Acetonitrile → HCID 21482983, compound

Participants

Reaction Conditions

Reaction Steps

Dry potassium thiocyanate (18.5 g), ethyl chloroformate (15.6 g) and dry acetonitrile (65 ml) were mixed with stirring at laboratory temperature and stirring was continued for 1 hour at 45°-55° C. The mixture was then cooled in an ice bath to 15° C. and 4-n-butyl-2-nitroaniline (19.0 g) was added in portions with stirring during 15 minutes, the temperature of the stirred reaction mixture being maintained between 15 and 18° C. during the addition. When the addition was complete the mixture was stirred at 15° C. for 2 hours, poured into water (1 litre), and the yellow solid which separated was filtered off and washed with water. This crude product was recrystallised from cyclohexane to give 1-ethoxycarbonyl-3-(4-n-butyl-2-nitrophenyl)thiourea (26.9 g), m.p. 121°-123° C.

Provenance & Evidence