Water → 3,4-Dihydro-6-hydroxy-2-methoxy-4-oxo-N-phenyl-5-pyrimidinecarboxamide

HRID 980156Notes

Reaction equation

HRID 980156 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.C(N(CC)CC)C.[C:18]1([N:24]=[C:25]=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O>CS(C)=O>[OH:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[NH:3][C:2](=[O:1])[C:7]=1[C:25]([NH:24][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:26]

Participants

6

Reactant 4

HCID 962WaterHCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 178494256HCID 178494256, compound

Product 1

HCID 137543133,4-Dihydro-6-hydroxy-2-methoxy-4-oxo-N-phenyl-5-pyrimidinecarboxamide

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 4,6-dihydroxy-2-methoxypyrimidine (6 g) in dry dimethyl sulfoxide was added triethylamine (5.9 ml). The solution was brought to 60° and phenyl isocyanate (5 g) was added; the solution was maintained at 80°-90° for two hours, cooled and water added slowly to cause precipitation.

Workup

  1. customwas brought to 60°
  2. temperaturethe solution was maintained at 80°-90° for two hours
  3. temperaturecooled
  4. customprecipitation

Sources & evidence

ORD record
ord-185c2c2d777c4a39a7b335b598d20f96
Source dataset
uspto-grants-1987_01
Patent number
US04636508

Reaction notes

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