Methyl iodide → 6-chloro-1-methyl-4-phenyl-2(1H)quinazolinone 3-oxide

Participants

Reaction Steps

To a suspension of 5 g (0.018 mole) of 6-chloro-4-phenyl-2(1H)quinazolinone 3-oxide and 125 ml of N,N-dimethylformamide was added, at room temperature, 0.96 g of sodium hydride (50% in oil). The temperature rose to 30° and the stirring was continued for approximately 30 minutes to effect salt formation To this mixture was added, dropwise, 6 g (0.042 mole) of methyl iodide. Stirring was continued for approximately 2 hours and the solid was collected by filtration, washed with water and with 10 ml of 1N HCl to give 3.98 g (78%) of product identified as 6-chloro-1-methyl-4-phenyl-2(1H)-quinazoline 3-Oxide: mp 253°-254°. 1H nmr (CF3CO2H) δ 3.12 ppm (s, 3H); δ 6.5-7.3 (m, 8H, aromatic).

Provenance & Evidence