5-Fluorouracil → HCID 20525036, compound

HRID 1702783Notes

Reaction equation

HRID 1702783 reaction equation
[CH2:1]([S:4][CH2:5][CH2:6][N:7]=[C:8]=[O:9])[CH2:2][CH3:3].[F:10][C:11]1[C:12](=[O:18])[NH:13][C:14](=[O:17])[NH:15][CH:16]=1>CN(C)C(=O)C.C(OCC)(=O)C>[CH2:1]([S:4][CH2:5][CH2:6][NH:7][C:8]([N:15]1[CH:16]=[C:11]([F:10])[C:12](=[O:18])[NH:13][C:14]1=[O:17])=[O:9])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 33855-FluorouracilHCID 20525113HCID 20525113, compound

Product 1

HCID 20525036HCID 20525036, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Procedure

To the above solution of 2-propylthioethyl isocyanate was added a solution of 5-fluorouracil (2.60 g.) in N,N-dimethylacetamide (20 ml.) at 80° C. and stirred for further 8 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 ethyl acetate to give 1-[N-(2-propylthioethyl)carbamoyl]-5-fluorouracil.

Workup

  1. washwashed with water (each 30 ml
  2. dry with material, 3 times), dried over magnesium sulfate
  3. additiontreated with activated charcoal
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ec210b4012fc465cb5f1a760832e28be
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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