反应详情

To a stirred solution of sodium (2.94 g) in methanol (65 ml) was added nitroguanidine (11.81 g, containing 25% w/w water) and methanol (20 ml). The mixture was stirred at reflux for 60 minutes, and then a solution of ethyl α-formyl-β-(N-(2-dimethylaminoethyl)-2-oxo-4-pyridyl]propionate (25.05 g) in methanol (75 ml) was added dropwise over 90 minutes. The reaction mixture was stirred under reflux for a further 21 hours. The reaction mixture was evaporated under reduced pressure, dissolved in water (150 ml) and extracted with chloroform (3×35 ml). The combined chloroform extracts were washed with water (2×10 ml). The combined aqueous layer and aqueous washings were taken to pH 4 with glacial acetic acid. The solvent was then evaporated under reduced pressure and a solid by-product crystallised from ethanol. The mother liquors were evaporated and another crystallisation from ethanol gave a further solid by-product. The mother liquor was evaporated under reduced pressure to afford 2-nitroamino-5-[1-(2-dimethylaminoethyl)-2-oxopyridin-4-ylmethyl]pyrimidin-4-one (11.26 g) as an oil.

1. temperatureat reflux for 60 minutes
2. stirringThe reaction mixture was stirred
3. temperatureunder reflux for a further 21 hours
4. customThe reaction mixture was evaporated under reduced pressure
5. dissolutiondissolved in water (150 ml)
6. extractionextracted with chloroform (3×35 ml)
7. washThe combined chloroform extracts were washed with water (2×10 ml)
8. customThe solvent was then evaporated under reduced pressure
9. customa solid by-product crystallised from ethanol
10. customThe mother liquors were evaporated
11. customanother crystallisation from ethanol
12. customgave a further solid by-product
13. customThe mother liquor was evaporated under reduced pressure