3-Bromophenyl isocyanate → 7-Benzyloxy-4-hydroxy-8-methyl-3-(3'-bromophenylcarbamoyl]coumarin

Participants

Reaction Steps

According to the procedure of example 2, 7-benzyloxy-4-hydroxy-8-methylcoumarin (0.813 g, 2.88 mmol) and 3-bromophenylisocyanate (0.39 ml, 3.12 mmol) were reacted in the presence of triethylamine (0.1 ml) to generate the title compound as an off-white solid, mp 229°-231° C., (0.211 g, 0.44 mmol, yield 15.2%). Analysis: Calculated for C24H18NO5Br: C, 601.13; H, 3.76; N, 2.92. Found: C, 60.04; H, 3.51; N, 2.89. 1H NMR (CDCl3): 7.94 (br s, 1H), 7.87 (d, J=9.0 Hz, 1H), 7.48 (d, J=7.6 Hz, 1H), 7.41 (m, 5H), 7.24 (m, 2H), 6.97 (d, J=9.0 Hz, 1H), 5.21 (s, 2H), 2.36 (s, 3H).

Provenance & Evidence