Diethyl Malonate → 1-Methyl-3-phenylpyrimidine-2,4,6(1H,3H,5H)-trione

HRID 1576324Notes

Reaction equation

HRID 1576324 reaction equation
C(O[C:4](=[O:11])[CH2:5][C:6]([O:8]CC)=O)C.[C:12]1([N:18](C)[C:19]([NH2:21])=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:23][O-].[Na+]>CO>[C:12]1([N:18]2[C:4](=[O:11])[CH2:5][C:6](=[O:8])[N:21]([CH3:23])[C:19]2=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 7761Diethyl MalonateHCID 78316N-Methyl-N-phenylureaHCID 10942334Sodium Methoxide

Product 1

HCID 155454941-Methyl-3-phenylpyrimidine-2,4,6(1H,3H,5H)-trione

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Phenyl-3-methyl-barbituric acid was prepared by condensation of malonic acid diethyl ester with phenyl-methylurea in methanol, with addition of sodium methylate. It melts at about 124°C after recrystallization from toluene.

Workup

  1. customIt melts at about 124°C after recrystallization from toluene

Sources & evidence

ORD record
ord-fbfdc7f682864a818a9f55326ba07baa
Source dataset
uspto-grants-1976_09
Patent number
US03980651

Reaction notes

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