5-Fluorouracil → HCID 12812862, compound
Reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]=[C:9]=[O:10])=[CH:3][CH:2]=1.[F:11][C:12]1[C:13](=[O:19])[NH:14][C:15](=[O:18])[NH:16][CH:17]=1>>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9]([N:16]2[CH:17]=[C:12]([F:11])[C:13](=[O:19])[NH:14][C:15]2=[O:18])=[O:10])=[CH:3][CH:2]=1Participants
3
Procedure
To the above solution of 4-pyridylmethyl isocyanate was added 5-fluorouracil (2.60 g.) at 80° C. and stirred for 4 hours at the same temperature. The resultant mixture was evaporated in vacuo. The residue was washed with diethyl ether (3 times) and crystallized. The crystals were filtered and washed with a small amount of ethanol. To the washed crystals a small amount of pyridine was added, and the mixture was warmed to be dissolved and cooled to be recrystallized. The crystals were washed successively with ethyl acetate and diethyl ether to give 1-[N-(4-pyridylmethyl)carbamoyl]-5-fluorouracil (1.75 g.)
Workup
- customThe resultant mixture was evaporated in vacuo
- washThe residue was washed with diethyl ether (3 times)
- customcrystallized