Methanol → Carbamimidic acid, methyl ester, sulfate (1:1)
Reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[N:6]#[C:7][NH2:8].[CH3:9][OH:10]>>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[CH3:9][O:10][C:7](=[NH:8])[NH2:6]Participants
4
Procedure
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).
Workup
- temperatureexternal cooling of the mixing vessel at such a rate that the temperature of the solution
- customdid not exceed 5°C
- additionwas added with vigorous stirring
- stirringstirring
Sources & evidence
- ORD record
- ord-9fcc43a5416a4af2a727a4ff3111ff7a
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03931316
Reaction notes
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