2-(2-Ethoxybenzamido)-3-methylbenzamide → 2-(2-Ethoxyphenyl)-8-methylquinazolin-4(3H)-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-ethoxybenzamido)-3-methylbenzamide (1.6 g, 0.0053 mol) and anhydrous zinc chloride (2.29 g, 0.016 mol) was heated at 210° C. for 5 minutes, then allowed to cool. The residue was dissolved in dichloromethane-methanol (90:10, 200 ml) and this solution washed with an aqueous solution of ethylenediamine tetraacetic acid disodium salt (12 g in 400 ml of water). The aqueous phase was then extracted with a mixture of dichloromethane-methanol (90:10, 2×50 ml) and the organic solutions combined, dried (Na2SO4) and evaporated under vacuum. The residue crystallized from ethanol to give the title compound as colorless needles (0.6 g, 40%), m.p. 177°-180° C. Found: C,72.94; H,5.76; N,9.98. C17H20N2O2 requires C,72.83; H,5.75; N,10.00%.

Provenance & Evidence