反应详情

温度

257.5 °C

A solution of 2-acetamido-5-aminopyridine (1.6 g, 10.7 mmol) and ethyl(ethoxymethylene)cyanoacetate (3.6 g, 21.3 mmol) in toluene (50 ml) was heated at reflux for 10 hrs under argon. After cooling, the white solid was collected and dried. A solution of this solid in Dowtherm (250 ml) was heated at 255-260° C. for 6 hrs under nitrogen. During this process, ethanol was distilled off. The mixture was heated at 260° C. for an additional 5 hrs. After cooling, the mixture was poured in hexane. The solid was collected, dissolved in a 1:1 mixture of DMF and ethyl acetate, and ether was added to give the title compound as a solid. mass spectrum (electrospray, m/e): 228.7 (M+H); IR cm-1: 2228, 1682.; H-NMR δ (DMSO-d6): 2.182 (3H, s, CH3), 7.96 (1H, s, OH), 8.09 (1H, d, C7-H), 8.49 (1H, d, C8-H), 8.71 (1H, s, C2-H), 11.20 (1H, s, NH).

1. temperatureat reflux for 10 hrs under argon
2. temperatureAfter cooling
3. customthe white solid was collected
4. customdried
5. distillationDuring this process, ethanol was distilled off
6. temperatureThe mixture was heated at 260° C. for an additional 5 hrs
7. temperatureAfter cooling
8. additionthe mixture was poured in hexane
9. customThe solid was collected
10. dissolutiondissolved in a 1:1 mixture of DMF and ethyl acetate, and ether
11. additionwas added