Benzaldehyde → 1-cyclopropylmethyl-4-phenyl-6-methoxy-3,4-dihydro-2(1H)-quinazolinone

Participants

Reaction Steps

To a suspension of 28.6 g (0.13 mole) of N-cyclopropylmethyl-N-(p-methoxyphenyl) urea in 140 g of toluene were added 13.8 g (0.13 mole) of benzaldehyde and 0.55 g (0.0033 mole) of a 48% hydrobromic acid. The resulting mixture was heated under relux for 10 hours with stirring using a water separator. Thereafter the solvent was removed under reduced pressure and the residue was suspended in a mixture of 80 ml of methanol and 40 g of a 2% hydrochloric acid. The mixture was cooled with ice with stirring. The precipitated crystals were collected by filtration, washed with a mixture of methanol-2% hydrochloric acid (2:1) and then with water, and dried to give 32.0 g (80%) of 1-cyclopropylmethyl-4-phenyl-6-methoxy-3,4-dihydro-2(1H)-quinazolinone, m.p. 133° C.

Provenance & Evidence