反应详情

Sodium methoxide (25% w/v in methanol, 0.3 ml, 1.3 mmol) was added in one portion to a stirred solution of 3-cyanopyridazine (2.4 g g, 22.9 mmol) (Ref. Heterocycles, 1986, 24(3), 793) in methanol (10 ml). The resulting mixture was stirred at room temperature for 16 hours. Ammonium chloride (2.45 g, 45.8 mmol) was added to the reaction mixture, which was then stirred for 30 minutes before being ultrasonicated for a further 15 minutes. A fine, yellow precipitate was observed after this time. The solvent was evaporated under vacuum and the residue was suspended in ethanol (150 ml) and heated to reflux for 5 minutes. The hot mixture was filtered (gravity) to remove unreacted ammonium chloride and sodium chloride and was then cooled to room temperature. A pale yellow, crystalline solid formed upon cooling and this was isolated by suction filtration to give the title compound (2.03 g), m.p. 234°-241° C.

1. stirringwas then stirred for 30 minutes
2. custombefore being ultrasonicated for a further 15 minutes
3. customThe solvent was evaporated under vacuum
4. temperatureheated
5. temperatureto reflux for 5 minutes
6. filtrationThe hot mixture was filtered (gravity)
7. customto remove unreacted ammonium chloride and sodium chloride
8. temperaturewas then cooled to room temperature
9. customA pale yellow, crystalline solid formed
10. temperatureupon cooling
11. customthis was isolated by suction filtration