Formamide → 3H,4H-thieno[3,2-d]pyrimidin-4-one

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-formylaminothiophene-2-carboxylic acid methyl ester (20.5 g, 111 mmol) and ammonium formate (21 g, 333 mmol) was added formamide (29.8 g, 662 mmol). The slurry was heated to 140° C. for 10 hours. After cooling, the solid was filtered, washed with water and dried under vacuum to afford the product 3H-Thieno[3,2-d]pyrimidin-4-one (12.5 g, 74%). 1H NMR (DMSO, 400 Hz) δ 12.31 (br, 1H), 8.18 (d, J=5.2 Hz, 1H), 8.16 (s, 1H), 7.41 (d, J=5.2 Hz, 1H). MS (ESI+) [M+H]+ 153

Provenance & Evidence