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

HRID 1981523Notes

Reaction equation

HRID 1981523 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-d5529b8924f647c39cec7efb51d97390
Source dataset
uspto-grants-1986_06
Patent number
US04593030

Reaction notes

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