反应详情

温度

110 °C

A 1 L round-bottom flask (three neck) containing 340 g of trifluoroacetamide was heated in an oil bath at 110° C. After the trifluoroacetamide melted, 50 g of 5-aminoimidazole-4-carboxamide-HCl was added. The mixture was warmed to reflux (bath temp 160 to 165° C.) for 4 hours, cooled to room temperature, and the rocky solid was triturated with 1 L of ether. The ether was decanted off and the remaining solid was warmed until melted and 200 mL of ether was introduced by a dropping-funnel through a water-cooled condenser. The mixture was cooled to room temperature and an additional 200 mL of ether was added with stirring. The solid was removed by filtration, triturated with 3×500 mL of ether, washed with 200 mL of H2O, and filtered to provide 89 g of crude product. The product was treated with 3 L of MeOH and 9 g of activated carbon, warmed to reflux for 20 minutes, filtered through a pad of celite, and concentrated to a volume of 2.5 L. The material was warmed to dissolve all the precipitate that formed and then cooled slowly to room temperature. The crystalline material was isolated by filtration and dried in vacuo to provide 41 g of the desired hypoxanthine as a white solid. 1H NMR (DMSO-d6) δ 8.34 (s, 1H), 7.18 (bs, 2H). MS (ES+), 205.0 (100%, M+H).

1. temperatureThe mixture was warmed
2. temperatureto reflux (bath temp 160 to 165° C.) for 4 hours
3. temperaturecooled to room temperature
4. customthe rocky solid was triturated with 1 L of ether
5. customThe ether was decanted off
6. temperaturethe remaining solid was warmed
7. addition200 mL of ether was introduced by a dropping-funnel through a water-
8. temperaturecooled condenser
9. temperatureThe mixture was cooled to room temperature
10. additionan additional 200 mL of ether was added
11. customThe solid was removed by filtration
12. customtriturated with 3×500 mL of ether
13. washwashed with 200 mL of H2O
14. filtrationfiltered
15. customto provide 89 g of crude product
16. temperaturewarmed
17. temperatureto reflux for 20 minutes
18. filtrationfiltered through a pad of celite
19. concentrationconcentrated to a volume of 2.5 L
20. temperatureThe material was warmed
21. dissolutionto dissolve all the precipitate
22. customthat formed
23. temperaturecooled slowly to room temperature
24. customThe crystalline material was isolated by filtration
25. customdried in vacuo