4-Hydroxy-3-methylbenzaldehyde → 3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-one

Participants

Reaction Steps

Anhydrous CuCl2 (0.306 g, 2.20 mmol) and 4-hydroxy-3-methylbenzaldehyde (0.155 g, 1.10 mmol) were added to a solution of 2-amino-N-(4-chlorophenyl)benzamide (0.280 g, 1.10 mmol) in anhydrous EtOH (10 mL). The mixture was heated at reflux temperature for 4 hours and concentrated in vacuo. The residue was dissolved in EtOAc, washed with H2O and brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 5% to 50% EtOAc in heptane, afforded 3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-one (0.230 g, 57%).

Provenance & Evidence