Acetonitrile → HCID 21483041, compound

Participants

Reaction Conditions

Reaction Steps

Dry potassium thiocyanate (42.8 g; 0.44 mole), methyl chloroformate (37.8 g; 0.40 mole) and dry acetonitrile (130 ml) were mixed with stirring at laboratory temperature and stirring was continued for 1 hour at 35°-45° C. The mixture was then cooled in an ice bath to 15° C. and 4-n-butyl-2-nitroaniline (38.8 g; 0.2 mole) 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 ethanol to give 1-methoxycarbonyl-3-(4-n-butyl-2-nitrophenyl)thiourea (47.8 g), m.p. 164°-165° C. (with decomposition).

Provenance & Evidence