5-Aminouracil → 2499-96-9

Into a 2000-mL 4-necked round-bottom flask was placed a solution of 5-aminopyrimidine-2,4(1H,3H)-dione 1 (217 g, 1.71 mol, 1.00 equiv) in HCl (20%, 1302 mL), then added (E)-but-2-enal (143.5 g, 2.05 mol, 1.20 equiv). The resulting solution was heated to reflux for 3 h (hours) in an oil bath. The reaction mixture was cooled and filtered. The filtrate was concentrated under vacuum. The residual solution was diluted with 250 mL of water and adjusted to pH 10 with ammonia (25%). The isolated solid was collected by filtration, then washed with 2×100 mL of water, 2×250 ml of ethanol and 3×500 mL of ether and finally dried in an oven. This resulted in 63 g (21%) of 6-methylpyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione 2. 1H-NMR (400 MHz, CD3OD, ppm): 7.56 (2H, s), 2.60 (3H, s)

1. customInto a 2000-mL 4-necked round-bottom flask was placed
2. temperatureThe resulting solution was heated
3. temperatureto reflux for 3 h (hours) in an oil bath
4. temperatureThe reaction mixture was cooled
5. filtrationfiltered
6. concentrationThe filtrate was concentrated under vacuum
7. additionThe residual solution was diluted with 250 mL of water
8. filtrationThe isolated solid was collected by filtration
9. washwashed with 2×100 mL of water, 2×250 ml of ethanol and 3×500 mL of ether
10. customfinally dried in an oven
11. customThis resulted in 63 g (21%) of 6-methylpyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione 2

ORDレコード

ord-ada09230e9474aa9a83b2bed65720d6d

出典データセット

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08563540B2