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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702774Generated: October 26, 2026

5-Fluorouracil → 1-[N-(1-adamantylmethyl)carbamoyl]-5-fluorouracil

https://huagongshe.com/reaction/1702774

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluorouracilHCID 3385—
Reactant1-(Isocyanatomethyl)adamantaneHCID 21906694—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
Product1-[N-(1-adamantylmethyl)carbamoyl]-5-fluorouracilHCID 20525096—

Reaction Steps

To the above solution of 1-adamantylmethyl isocyanate was added a solution of 5-fluorouracil (2.60 g) in N,N-dimethylacetamide (20 ml) at 80° C. and stirred for further 3 hours at the same temperature. The resultant mixture was diluted with ethyl acetate (200 ml), washed with water (each 30 ml., 3 times), dried over magnesium sulfate, treated with activated charcoal, filtered and evaporated in vacuo. The residue was recrystallized from diethyl ether to give 1-[N-(1-adamantylmethyl)carbamoyl]-5-fluorouracil (1.85 g), as colorless crystalline powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04349552
Source datasetuspto-grants-1982_09
ORD IDord-56241a24c506499297b3126c554310f7
Source noteuspto-grants-1982_09