2-Amino-5-chlorobenzophenone → N-(2-Benzoyl-4-chlorophenyl)-N′-(1-methylethyl)urea

Participants

Reaction Steps

A mixture of 14 g (0.06 mole) of 2-amino-5-chlorobenzophenone and 40 ml of isopropyl isocyanate was refluxed for 3 hrs. The solid that formed was suspended in 25 ml of hexane, and then collected on a filter and recrystallized from ethanol to give 12.0 g (63%) of 1-(2-benzoyl-4-chlorophenyl)-3-isopropylurea as colorless needles: mp 190°-192°; 1H nmr (CDDl3) δ1.19 ppm (d, J=6 Hz, 6H), 3.98 ppm (m, 1H), 4.95 ppm (m, NH), 7.2-7.8 ppm (m, 7H), 8.5 ppm (d, J=10 Hz, 1H) and 10.1 ppm (NH); 13C nmr (DMSO-d6) δ195.4 ppm (C=O) and 153.9 ppm (NHCO).

Provenance & Evidence