5-Fluorouracil → 1-Ethyl-5-fluorouracil

HRID 2165110Notes

Reaction equation

HRID 2165110 reaction equation
FC1C(=O)NC(=O)NC=1.C(I)C.C(=O)([O-])[O-].[K+].[K+].[CH2:19]([N:21]1[CH:28]=[C:27]([F:29])[C:25](=[O:26])[N:24](CC)[C:22]1=[O:23])[CH3:20]>CC(C)=O>[CH2:19]([N:21]1[CH:28]=[C:27]([F:29])[C:25](=[O:26])[NH:24][C:22]1=[O:23])[CH3:20]

Participants

6

Reactant 4

HCID 33855-FluorouracilHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 348852Uracil, 1,3-diethyl-5-fluoro-

Product 1

HCID 3488511-Ethyl-5-fluorouracil

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-fluorouracil, namely Compound (5), (1.30 g; 10 mmol), ethyl iodide (2.34 g; 15 mmol) and potassium carbonate (0.69 g; 5 mmol) were added to acetone (20 ml). The resulting mixture was processed in the same manner as in Example 4 (a) to isolate 1-ethyl-5-fluorouracil, namely Compound (7) (316 mg), and 1,3-diethyl-5-fluorouracil, namely Compound (8) (232 mg), respectively, as white-colored needles.

Sources & evidence

ORD record
ord-54b818170300431a8e5fb007328419b0
Source dataset
uspto-grants-1990_07
Patent number
US04939156

Reaction notes

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