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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 371916Generated: October 26, 2026

5-Fluorouracil → 5-Fluoro-1-hexadecanoylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/371916

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluorouracilHCID 3385—
Reactant1-ChlorohexadecaneHCID 20993—
Reactant1,4-DioxaneHCID 31275—
SolventPyridineHCID 1049—
Product5-Fluoro-1-hexadecanoylpyrimidine-2,4(1H,3H)-dioneHCID 2035221054%

Reaction Conditions

Temperature80 °C

Reaction Steps

2.6 g of 5-fluorouracil was suspended in 20 ml of absolute dioxane and 10 ml of absolute pyridine, and 15 g of palmityl chloride was added to the suspension followed by heating at 80° C for 1 hour while stirring. After completion of the reaction, the solvent was removed under reduced pressure (25 mm Hg), and the residual solid was washed with hot hexane (50° C). Any insoluble matter in the hot hexane was recrystallized from benzene to obtain 4.0 g of 1-N-palmitoyl-5-fluorouracil in a yield of 54%. Melting Point: 98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04088646
Source datasetuspto-grants-1978_05
ORD IDord-36ced0fe39214ae9805af2a1e9c49364
Source noteuspto-grants-1978_05