Trifluoroacetic acid → Tegafur

HRID 1065518Notes

Reaction equation

HRID 1065518 reaction equation
[F:1][C:2]1(C(OC)=O)[CH:7](O)[N:6]([CH:9]2[CH2:13][CH2:12][CH2:11][O:10]2)[C:5](=[O:14])[NH:4][C:3]1=[O:15].FC(F)(F)C(O)=O>O>[F:1][C:2]1[C:3](=[O:15])[NH:4][C:5](=[O:14])[N:6]([CH:9]2[CH2:13][CH2:12][CH2:11][O:10]2)[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 12890670HCID 12890670, compound

Product 1

HCID 5386Tegafur

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 15 ml. of water is dissolved 30 mg. of methyl 5-fluoro-1-(2-tetrahydrofuryl)-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate and the solution is cooled in an ice-water bath. To this solution is added 1 ml. of trifluoroacetic acid and the mixture is left standing in a refrigerator. 5-Fluoro-1-(2-tetrahydrofuryl)uracil formed can be quantitatively determined spectrophotometrically (λmaxpH 1.0 272 mm, (ε 9000)).

Workup

  1. additionTo this solution is added 1 ml

Sources & evidence

ORD record
ord-7ec1b4847b324f21817f118703893034
Source dataset
uspto-grants-1982_05
Patent number
US04329460

Reaction notes

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