Thionyl Chloride → 4-Chloro-7-(4-pyridylmethoxy)quinazoline hydrochloride

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one (320 mg, 1.26 mmol), DMF (1 drop) and thionyl chloride (10 ml) was heated at 60° C. for 1 hour. The volatiles were removed by evaporation, the residue was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-7-(4-pyridylmethoxy)quinazoline hydrochloride (435 mg, 98%). 1H NMR Spectrum (DMSOd6) 5.7(s, 2H); 7.32(s, 1H); 7.35(d, 1H); 8.1-8.2(m, 3H); 8.62(s,1H); 9.0(d, 2H). MS-ESI: 272 [MH]+

Provenance & Evidence