Barbituric Acid → 2,4,6-Trioxohexahydropyrimidine-5-carbaldehyde

HRID 400391Notes

Reaction equation

HRID 400391 reaction equation
P(Cl)(Cl)(Cl)=O.[NH:6]1[C:13](=[O:14])[CH2:12][C:10](=[O:11])[NH:9][C:7]1=[O:8].CN([CH:18]=[O:19])C>>[O:8]=[C:7]1[NH:9][C:10](=[O:11])[CH:12]([CH:18]=[O:19])[C:13](=[O:14])[NH:6]1

Participants

4

Reactant 3

HCID 6211Barbituric AcidHCID 6228DimethylformamideHCID 24813Phosphorus oxychloride

Product 1

HCID 3517012,4,6-Trioxohexahydropyrimidine-5-carbaldehyde

Procedure

9.03 ml of phosphoryl chloride are added dropwise to 2 ml of dry DMF with ice-cooling. 1.5 g of barbituric acid are subsequently added, and the mixture is stirred at 100° for 4 h. The mixture is cooled, poured into ice-water, the precipitate is separated off, rinsed with water and dried at 45°, giving 2.5 g of “1”.

Workup

  1. temperaturecooling
  2. temperatureThe mixture is cooled
  3. customthe precipitate is separated off
  4. washrinsed with water
  5. customdried at 45°
  6. customgiving 2.5 g of “1”

Sources & evidence

ORD record
ord-10417475da6d40dbb7657d2781a3f4df
Source dataset
uspto-grants-2014_06
Patent number
US08741896B2

Reaction notes

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