5-Fluorouracil → HCID 13014274, compound

Using a reactor similar to that used in Example 1, 3.90 g (0.03 mol) of 5-fluorouracil was dissolved in 50 ml of dimethylformamide. Then, 3.0 g of triethylamine was added to this solution. To the mixture was added dropwise 4.73 g (0.0287 mol) of caproyloxymethyl chloride. The mixture was reacted for 3 hours at 50° C. After completion of the reaction, the reaction liquid was filtered to remove the precipitated triethylamine hydrochloride and then the dimethylformamide was removed by distillation from the filtrate. Next, 50 ml of chloroform was added to the residue and the mixture was stirred and filtered to remove insoluble unreacted 5-fluorouracil. The chloroform phase was washed with water and then dried. By removing the chloroform by distillation, 3.0 g of 1-caproyloxymethyl-5-fluorouracil was obtained as white crystals having a melting point of 95°~96° C. in a yield of 38.7%.

1. customThe mixture was reacted for 3 hours at 50° C
2. customAfter completion of the reaction
3. customthe reaction liquid
4. filtrationwas filtered
5. customto remove the precipitated triethylamine hydrochloride
6. customthe dimethylformamide was removed by distillation from the filtrate
7. additionNext, 50 ml of chloroform was added to the residue
8. filtrationfiltered
9. customto remove insoluble unreacted 5-fluorouracil
10. washThe chloroform phase was washed with water
11. customdried
12. customBy removing the chloroform
13. distillationby distillation

ORD record

ord-a604fba13c8d49bd99eaff1687dc31d9

Source dataset

uspto-grants-1981_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04267326