反应详情

A mixture of 3-aminocrotonitrile (2.0 g, 24 mmol), 2,4-pentanedione (4.9 g, 49 mmol), paraformaldehyde (1.5 g, 49 mmol) and piperidine (12 drops) in ethanol (100 mL) was heated to reflux for 4 hours, cooled and concentrated to dryness. The residue was treated with diethyl ether (150 mL). The solid was collected and washed with ether. The solid was triturated with dichloromethane (2×100 mL). The combined dichloromethane triturations were concentrated to provide 2.5 g of the title compound. 1H NMR (DMSO-d6) δ ppm 1.92 (t, J=1.02 Hz, 3 H), 2.09 (s, 3 H), 2.10 (s, 3 H), 3.20 (s, 2 H), 8.65 (s, 1 H). MS (DCl-NH3) [M+H]+ at 177.

1. temperaturewas heated
2. temperatureto reflux for 4 hours
3. temperaturecooled
4. concentrationconcentrated to dryness
5. additionThe residue was treated with diethyl ether (150 mL)
6. customThe solid was collected
7. washwashed with ether
8. customThe solid was triturated with dichloromethane (2×100 mL)
9. concentrationThe combined dichloromethane triturations were concentrated