Methyl iodide → 1,6-Dimethyluracil

14.2 g (92 mmol) 2,4-dimethoxy-6-methylpyrimidine was dissolved in 210 mL iodomethane and the reaction allowed to continue for 2 days at room temperature. After 2 days, the excess of iodomethane was evaporated off under reduced pressure, the residue treated with 675 mL 1 N HCl and the resulting mixture refluxed for one and a half hours. After cooling to room temperature and neutralization with a concentrated sodium hydroxide solution, the water was removed under reduced pressure and the residue extracted with chloroform using a Soxhlet extractor. The chloroform was evaporated under reduced pressure and the crude compound recrystallized first from ethanol and then from water yielding 4.03 g (31%) of 1,6-dimethyluracil (m.p. 221–223° C.).

1. waitAfter 2 days
2. customthe excess of iodomethane was evaporated off under reduced pressure
3. additionthe residue treated with 675 mL 1 N HCl
4. temperaturethe resulting mixture refluxed for one and a half hours
5. customneutralization with a concentrated sodium hydroxide solution, the water was removed under reduced pressure
6. extractionthe residue extracted with chloroform using a Soxhlet extractor
7. customThe chloroform was evaporated under reduced pressure
8. customthe crude compound recrystallized first from ethanol

ORD record

ord-489c6aef5e3e4f18b579717bd0152198

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07018786B2