Acetic Anhydride → 6-amino-1-(2-furylmethyl)pyrimidine-2,4(1H,3H)-dione

A solution of furfurylurea (7.0 g, 50.0 mmol), cyanoacetic acid (4.7 g, 55.0 mmol), and acetic anhydride (50 ml) was heated to 95° C. for 3 hours. After cooling to ambient temperature the solution was concentrated under reduced pressure to give a crude intermediate that was stirred with water (30 ml). After concentrating, the residue was dissolved in water (100 ml) and treated with a 50% aqueous sodium hydroxide solution (10 ml) to give a pH of 13. This solution was heated at 70° C. for 30 minutes, cooled and filtered. The wet solids were stirred in boiling ethanol for 15 minutes, cooled to ambient temperature and filtered. The filtrate was evaporated under reduced pressure to give 6-amino-1-furfuryluracil (5.5 g, 53% yield) as an orange solid.

1. concentrationwas concentrated under reduced pressure
2. customto give a crude intermediate
3. concentrationAfter concentrating
4. dissolutionthe residue was dissolved in water (100 ml)
5. additiontreated with a 50% aqueous sodium hydroxide solution (10 ml)
6. customto give a pH of 13
7. temperatureThis solution was heated at 70° C. for 30 minutes
8. temperaturecooled
9. filtrationfiltered
10. customfor 15 minutes
11. temperaturecooled to ambient temperature
12. filtrationfiltered
13. customThe filtrate was evaporated under reduced pressure

ORD-Eintrag

ord-8283b5e8dd554cfe92b7ef602c0459eb

Quelldatensatz

uspto-grants-2000_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06075029