Phenyl isocyanate → HCID 14650661, compound

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Reaction Steps

Phenyl isocyanate (1.1 g) is added at a temperature in the region of 20° C. to a solution, maintained under an argon atmosphere, of (4RS, 5RS)-2,4-diphenyl-5,6-dihydro-4H-1,3-thiazin-5-ol (0.86 g) in 1,2-dichloroethane (10 cc). The solution obtained is stirred under reflux for 3 hours and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is then stirred with a mixture of ethyl acetate and cyclohexane (1:4 by volume). An insoluble precipitate is separated by filtration and the filtrate concentrated to dryness under reduced pressure (2.7 kPa). After recrystallization in diisopropyl ether, (4RS, 5RS)-2,4-diphenyl-5-phenylcarbamoyloxy-5,6-dihydro-4H-1,3-thiazine (0.75 g), m.p. 159° C., is obtained.

Provenance & Evidence