Water → HCID 15225229, compound

HRID 36849Notes

Reaction equation

HRID 36849 reaction equation
[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][NH:6][C:5]1=[O:11])[CH2:2][CH3:3].BrBr.[OH2:14]>>[OH:14][C:8]1[C:9](=[O:10])[N:4]([CH2:1][CH2:2][CH3:3])[C:5](=[O:11])[NH:6][CH:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 24408BromineHCID 15225230HCID 15225230, compound

Product 1

HCID 15225229HCID 15225229, compoundYield 70%

Procedure

To an ice-cooled solution of 3-propylpyrimidine-2,4(1H,3H)-dione (3.00 g) in H2O (100 ml) was added dropwise bromine (1.56 g) until the solution was colored pale yellow. An ice cold saturated NaHCO3 solution was added carefully to the reaction mixture. The alkalized solution was refluxed for 12 hours. After removal of the solvent, the residue was recrystallized from ethanol to give 5-hydroxy-3-propylpyrimidine-2,4(1H,3H)-dione (2.32 g, 70% yield).

Workup

  1. temperatureThe alkalized solution was refluxed for 12 hours
  2. customAfter removal of the solvent
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-61c44e33c0574b6381cbb0fbb50f8ad6
Source dataset
uspto-grants-1995_05
Patent number
US05418231

Reaction notes

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