6-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dione → 5,6-Diamino-3-methyl-1-phenyluracil

HRID 224584Notes

Reaction equation

HRID 224584 reaction equation
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[C:3]=1[N:17]=O>CN(C=O)C.O=[Pt]=O>[NH2:17][C:3]1[C:4](=[O:16])[N:5]([CH3:15])[C:6](=[O:14])[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 127062666-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 110752755,6-Diamino-3-methyl-1-phenyluracil

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6228DimethylformamideSolvent

Procedure

40.5 g of 6-amino-3-methyl-5-nitroso-1-phenyl-2,4-(1H, 3H)-pyrimidinedione (XVII) in 500 ml of DMF and in the presence of 0.3 g of PtO2 was the solution catalytically hydrogenated for 20 minutes at a pressure of 200 kPa. The reaction mixture was heated and the catalyst was filtered off. After cooling, crystals were filtered off and washed with DMF and water. Yield 21.4 g (XVIII). NMR

Workup

  1. temperatureThe reaction mixture was heated
  2. filtrationthe catalyst was filtered off
  3. temperatureAfter cooling
  4. filtrationcrystals were filtered off
  5. washwashed with DMF and water

Sources & evidence

ORD record
ord-baedd3dcaa8d4d59add7c0c3ecd6ac79
Source dataset
uspto-grants-1980_11
Patent number
US04233303

Reaction notes

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