Acetic Anhydride → 6-Aminouracil

Temperature

80 °C

N-cyclopropyl, N′-propylurea (1) (14.2 g, 0.1 mole), cyanoacetic acid (9.35 g, 0.11 mole) and acetic anhydride (35 ml) were mixture together and heated at 80° C. for 2 h. The solvent was then removed under reduced pressure. The residue was dissolved in MeOH (30 ml) and 20% NaOH (10 ml) was added at 4° C. The mixture was stirred at 4° C. for 1 h and then at room temperature for another 20 min. The solvent was then removed under reduced pressure and the residue was purified by silica gel column chromatography as well as C-18 column chromatography to give pure 1-propyl, 3-cyclopropyl, 6-aminouracil (2) (5.23g, 25%).

1. customThe solvent was then removed under reduced pressure
2. dissolutionThe residue was dissolved in MeOH (30 ml)
3. addition20% NaOH (10 ml) was added at 4° C
4. waitat room temperature for another 20 min
5. customThe solvent was then removed under reduced pressure
6. customthe residue was purified by silica gel column chromatography as well as C-18 column chromatography

ORD record

ord-1d1672315f924d5ba9f3c934cfa34a5e

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08501941B2