Hydroxyamine hydrochloride → 6-chloro-1-methyl-4-phenyl-2(1H)quinazolinone 3-oxide

Participants

Reaction Steps

A stirred mixture of 3.03 g (0.01 mole) of 6-chloro-3,4-dihydro-4-hydroxy-1,3-dimethyl-4-phenyl-2(1H)-quinazolinone and 2.09 g (0.03 mole) of hydroxylamine hydrochloride in 50 ml of ethanol was refluxed for 5 days. The reaction mixture was cooled, and the solid portion was collected on a filter, washed with ethanol, and dried in air to give 1.75 g (61%) of 6-chloro-1-methyl-4-phenyl-2-(1H)-quinazolinone 3-oxide as yellow crystals: mp 289°-291°; 1H nmr (TFA) δ4.22 ppm (s, 3H) and 7.6-8.5 ppm (m, 8H).

Provenance & Evidence