Methanimidamide, hydrochloride (1:1) → 7-ethoxy-6-methoxyquinazolin-4(3H)-one

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 2-amino-4-ethoxy-5-methoxybenzoate (4.43 g, 19.7 mmol) and formamidine hydrochloride (2.255 g, 28 mmol) in formamide (20 mL) was heated at 130° C. for 8 hours. The reaction mixture was quenched with water, filtered, washed with water, and dried under vacuum with P2O5 to give 7-ethoxy-6-methoxyquinazolin-4(3H)-one as solid (3.029 g, 70%). 1H NMR (300 MHz, DMSO-d6) δ 12.1 (br, 1H), 7.97 (s, 1H), 7.43 (s, 1H), 7.10 (s, 1H), 4.16 (q, 2H), 3.87 (s, 3H), 1.38 (t, 3H); LC-MS (ESI) m/z 221 (M+H)+.

Provenance & Evidence