Dimethylformamide → 3-(2,6-Dimethoxybenzyl)-6-(2,5-dimethoxybenzyloxy)-3H-quinazolin-one

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Reaction Steps

12 mg of sodium hydride (80% in mineral oil) are added to a solution of 115 mg of 3-(2,6-dimethoxybenzyl)-6-hydroxy-3H-quinazolin-4-one in 10 ml of dry dimethylformamide. After stirring for 30 minutes at room temperature, 85 mg of 2,5-dimethoxybenzylbromide are added, and stirring is continued overnight. The solvent is distilled off in vacuo, and the residue partitioned between aqueous pH7-buffer solution and ethyl acetate. The organic phase is separated, dried over magnesium sulfate and evaporated in vacuo. The pure title compound is obtained after silica gel chromatography (toluene/ethyl acetate=2/1) as colourless crystals. mp: 148-150°.

Provenance & Evidence