1-Methyl-6-phenylpyrimidine-2,4(1H,3H)-dione → 1-Methyl-6-phenyldihydropyrimidine-2,4(1H,3H)-dione

HRID 1248036Notes

Reaction equation

HRID 1248036 reaction equation
[CH3:1][N:2]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][C:6](=[O:7])[NH:5][C:3]1=[O:4]>CN(C)C=N.[Pd]>[CH3:1][N:2]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][C:6](=[O:7])[NH:5][C:3]1=[O:4]

Participants

4

Reactant 1

HCID 123003501-Methyl-6-phenylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 130862351-Methyl-6-phenyldihydropyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 12669390N,N-DimethylmethanimidamideSolvent

Procedure

A solution of 1-methyl-6-phenyluracil (0.65 g) in dimethylformamidine (15 ml) is treated with 10 percent palladium on carbon and reduced at 40 p.s.i. for 20 hours. The catalyst is then filtered and the filtrate evaporated to a crystalline residue. The crystallization from acetonitrile provides 5,6-dihydro-1-methyl-6-phenyl-2,4-pyrimidine-dione, m.p. 155°-6° C.

Workup

  1. filtrationThe catalyst is then filtered
  2. customthe filtrate evaporated to a crystalline residue
  3. customThe crystallization from acetonitrile

Sources & evidence

ORD record
ord-ee68f0e007e0423bb4087c1002908c19
Source dataset
uspto-grants-1985_06
Patent number
US04521599

Reaction notes

Loading…