Dimethylformamide → N-[4-(5-Oxo-4,5-dihydropyrazin-2-yl)phenyl]-N'-phenylurea

HRID 542460Notes

Reaction equation

HRID 542460 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][C:11](=[O:14])[NH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:15][N:16](C)[CH:17]=[O:18]>>[C:15]1([NH:16][C:17](=[O:18])[NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[N:9]=[CH:10][C:11](=[O:14])[NH:12][CH:13]=3)=[CH:6][CH:7]=2)[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 123580285-(4-Aminophenyl)pyrazin-2(1H)-one

Product 1

HCID 20208650N-[4-(5-Oxo-4,5-dihydropyrazin-2-yl)phenyl]-N'-phenylurea

Procedure

5-(4-Aminophenyl)pyrazin-2(1H)-one (1 g) was dissolved in dimethylformamide (25 ml) and triethylamine (0.05 ml), and the solution filtered through diatomaceous earth. Phenyl isocyanate (1 ml) was added and the dark solution was stirred for 24 hours at room temperature. The solvent was evaporated under reduced pressure to afford a residue which was washed with water. The resultant solid precipitate was collected by filtration to yield 5-[4-(3-phenylureido)phenyl]-2(1H)-pyrazinone.

Workup

  1. filtrationtriethylamine (0.05 ml), and the solution filtered through diatomaceous earth
  2. additionPhenyl isocyanate (1 ml) was added
  3. customThe solvent was evaporated under reduced pressure
  4. customto afford a residue which
  5. washwas washed with water
  6. filtrationThe resultant solid precipitate was collected by filtration

Sources & evidence

ORD record
ord-5927e9253c5c4f9fae5d5f3d2081f295
Source dataset
uspto-grants-1987_04
Patent number
US04657906

Reaction notes

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