Phenyl isocyanate → 1-Hydroxy-1-(1-methylpropyl)-3-phenylurea

Participants

Reaction Steps

A mixture of 500 ml of ethylene glycol dimethyl ether, 209.1 g (1.5 moles) of 90% pure N-sec.-butylhydroxylamine hydrochloride and 151.2 g (1.8 moles) of sodium bicarbonate was stirred at room temperature for 1 hour and 178.5 g (1.5 moles) of phenyl isocyanate were then added at 0° to 5° C. The mixture was subsequently stirred at 10° C. for 1 hour, the salt was then filtered off and the filtrate was evaporated in vacuo. 310 g (99% of theory) of N-phenyl-N'-sec.-butyl-N'-hydroxyurea remained as a colourless powder with a melting point of 107° C.

Provenance & Evidence