Methanol → Carbamimidic acid, methyl ester, sulfate (1:1)

Participants

Reaction Steps

920 g 96% Sulfuric acid was added to 760 g methanol with stirring and external cooling of the mixing vessel at such a rate that the temperature of the solution did not exceed 5°C. Thereafter, the same temperature was maintained while 353 g crystalline 98% cyanamide was added with vigorous stirring. When all reactants were combined, stirring was continued for two hours at -10° to 0°C. The colorless, crystalline O-methyl-isourea hydrogen sulfate formed was filtered off with suction and dried in a vacuum at 40° to 50°C. It weighed 1187 g (84% yield).

Provenance & Evidence