Phenyl isocyanate → HCID 14650711, compound

Participants

Reaction Steps

Phenyl isocyanate (0.49 g) is added at a temperature in the region of 20° C. to a solution, maintained under an argon atmosphere, of (5RS, 6SR)-2-[4-(dimethylamino)phenyl]-6-phenyl-5,6-dihydro-4H-1,3-oxazin-5-ol (1 g) in 1,2-dichloroethane (12 cc). The solution obtained is heated to reflux for 2 hours and then concentrated to dryness under reduced pressure (2.7 kPa), The residue is purified by chromatography on silica (0.063-0.02 mm; 50 g) contained in a column 2.5 cm in diameter (eluent: cyclohexane/ethyl acetate (7:3 by volume)]collecting 20-cc fractions. Fractions 9 to 15 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. After recrystallization in diethyl ether, (5RS, 6SR)-2-[4-(dimethylamino)phenyl]-6-phenyl-5-phenylcarbamoyloxy-5,6-dihydro-4H-1,3-oxazine (0.55 g), m.p. 183° C., is obtained.

Provenance & Evidence