5-Fluorouracil → HCID 86742628, compound

HRID 414640Notes

Reaction equation

HRID 414640 reaction equation
[Cl:1]C[N:3]=[C:4]=[O:5].F[C:7]1[C:8](=O)[NH:9][C:10](=O)[NH:11][CH:12]=1>N1C=CC=CC=1>[Cl-:1].[NH:11]1[CH:12]=[CH:7][CH:8]=[N:9][CH:10]1[C:4]([NH2:3])=[O:5]

Participants

4

Reactant 2

HCID 33855-FluorouracilHCID 12591919Chloro(isocyanato)methane

Product 1

HCID 86742628HCID 86742628, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Chloromethyl isocyanate (10.6 g, 116 mmol) and 5-fluorouracil (7.56 g, 58.2 mmol) were added into pyridine (100 ml). Then, the mixture was stirred and reacted under reflux for 15 minutes. After cooling the reactant, the obtained crystals were washed with pyridine, and then toluene, and vacuum-dried. 5-Fluoro-3,4-dihydro-2,4-dioxo-N-pyridiniomethyl-1(2H-pyrimidinecarboxamide chloride (17.0 g, 56.5 mmol) was obtained.

Workup

  1. customreacted
  2. temperatureunder reflux for 15 minutes
  3. temperatureAfter cooling the reactant
  4. washthe obtained crystals were washed with pyridine
  5. dry with materialtoluene, and vacuum-dried

Sources & evidence

ORD record
ord-8b0ea2c46f0345109a0f504be217f073
Source dataset
uspto-grants-1988_12
Patent number
US04792607

Reaction notes

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