5-Fluorouracil → HCID 20525058, compound

HRID 1702797Notes

Reaction equation

HRID 1702797 reaction equation
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>N1C=CC=CC=1>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([N:6]2[CH:7]=[C:2]([F:1])[C:3](=[O:9])[NH:4][C:5]2=[O:8])=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 33855-FluorouracilHCID 76934-Chlorophenyl Isocyanate

Product 1

HCID 20525058HCID 20525058, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 5-fluorouracil (2.6 g.) in pyridine (25 ml.) was added to 4-chlorophenyl isocyanate (3.07 g.) and the solution was stirred at 80° C. for 4 hours. The resultant solution was allowed to stand overnight in a refrigerator. The crystalline precipitates were collected by filtration, washed successively with ethyl acetate, diethyl ether, and then dried to give 1-[N-(4-chlorophenyl)carbamoyl]-5-fluorouracil (3.30 g.); colorless crystalline powder.

Workup

  1. waitto stand overnight in a refrigerator
  2. customThe crystalline precipitates
  3. filtrationwere collected by filtration
  4. washwashed successively with ethyl acetate, diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-de66ea08746c459f98f4124dc9c990a9
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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