Ethyl isocyanate → 6-Chloro-3-ethyl-4-hydroxy-4-phenyl-3,4-dihydroquinazolin-2(1H)-one

Participants

Reaction Steps

A solution of 28.4 g (31.7 ml, 0.4 mole) of ethyl isocyanate and 46.3 g (0.2 mole) of 2-amino-5-chlorobenzophenone in 100 ml of methylene chloride was refluxed for 20 hr. The reaction mixture was cooled, and the solid portion was collected on a filter and washed with methylene chloride to give 50.72 g (84%) of 6-chloro-3-ethyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)-quinazolinone as colorless crystals: mp 182°-184°; 13C nmr (DMSO-d6) δ 86.9 ppm (for COH) and δ 151.0 ppm (for NHCO).

Provenance & Evidence