Phenyl isocyanate → N-(Dihydro-2-oxo-2H-1,3-oxazin-3(4H)-yl)-N′-phenylurea

Participants

Reaction Steps

To a mixture of 5.4 g of 3-amino-tetrahydro-1,3-oxazine-2-one and 50 ml glyme was added 5.0 ml of phenyl isocyanate. After an exothermic reaction a white solid formed. The mixture was refluxed for 1 hr, cooled, diluted with hexane and filtered. The solid product was crystallized from 200 ml of ethanol to give 5.8 g (53% yield) of white cotton-like needles of 1-(tetrahydro-2-oxo-1,3-oxazin-3-yl)-3-phenylurea, mp 204°-207°.

Provenance & Evidence