5-Fluorouracil → HCID 20525069, compound

HRID 1702791Notes

Reaction equation

HRID 1702791 reaction equation
[CH:1](/[N:6]=[C:7]=[O:8])=[CH:2]\[CH:3]=[CH:4]\[CH3:5].[F:9][C:10]1[C:11](=[O:17])[NH:12][C:13](=[O:16])[NH:14][CH:15]=1>CN(C)C(=O)C.C(OCC)(=O)C>[CH:1](/[NH:6][C:7]([N:14]1[CH:15]=[C:10]([F:9])[C:11](=[O:17])[NH:12][C:13]1=[O:16])=[O:8])=[CH:2]\[CH:3]=[CH:4]\[CH3:5]

Participants

5

Reactant 2

HCID 33855-FluorouracilHCID 20283196HCID 20283196, compound

Product 1

HCID 20525069HCID 20525069, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Procedure

To the above solution of trans,trans-1,3-pentadienyl isocyanate was added a solution of 5-fluorouracil (2.6 g.) in N,N-dimethylacetamide (15 ml.) at 80° C. and stirred for 3 hours at the same temperature. The resultant mixture was diluted with ethyl acetate (100 ml.), washed with water (4 times), dried over magnesium sulfate, filtered and evaporated in vacuo. The residue was recrystallized from diethyl ether to give 1-[N-(trans,trans-1,3-pentadienyl)carbamoyl]-5-fluorouracil.

Workup

  1. washwashed with water (4 times)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customThe residue was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-bb7cdd7a81bc42739cd70c1e5b929e46
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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