5-Fluorouracil → HCID 20525101, compound

HRID 1702800Notes

Reaction equation

HRID 1702800 reaction equation
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][CH2:16][CH2:17][N:18]=[C:19]=[O:20]>>[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][CH2:16][CH2:17][NH:18][C:19]([N:6]1[CH:7]=[C:2]([F:1])[C:3](=[O:9])[NH:4][C:5]1=[O:8])=[O:20]

Participants

3

Reactant 2

HCID 33855-FluorouracilHCID 205251113-(2-Thienyl)propyl isocyanate

Product 1

HCID 20525101HCID 20525101, compound

Conditions

Temperature
100 °C

Procedure

5-Fluorouracil (3.30 g.) was added to the solution of 3-(2-thienyl)propyl isocyanate and stirred at 100° C. for 2 hours. The resultant mixture was evaporated to dryness under reduced pressure. The residue was dissolved in ethyl acetate, washed with water, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was recrystallized from ethanol to give colorless plate 1-[N-[3-(2-thienyl)propyl]carbamoyl]-5-fluorouracil (2.3 g.).

Workup

  1. customThe resultant mixture was evaporated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-ceed66503e8f4ef78c02845b041bda67
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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