6-Amino-1-ethyl-5-nitroso-3-propyl-1,3-dihydropyrimidine-2,4-dione → 5,6-diamino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione

HRID 1912499Notes

Reaction equation

HRID 1912499 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[N:5]([CH2:11][CH2:12][CH3:13])[C:4](=[O:14])[C:3]=1[N:15]=O>CO.[Pd]>[NH2:15][C:3]1[C:4](=[O:14])[N:5]([CH2:11][CH2:12][CH3:13])[C:6](=[O:10])[N:7]([CH2:8][CH3:9])[C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 219163746-Amino-1-ethyl-5-nitroso-3-propyl-1,3-dihydropyrimidine-2,4-dione

Product 1

HCID 219163965,6-diamino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-amino-1-ethyl-5-nitroso-3-propyl-1,3-dihydropyrimidine-2,4-dione (300 mg) in methanol (10 ml) was added 10% palladium on carbon catalyst (50 mg), and the mixture was hydrogenated under hydrogen at 30 psi for 2 hours. The mixture was filtered through celite, and solvent was removed from the filtrate under reduced pressure, to provide 5,6-diamino-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione, a compound of formula (2).

Workup

  1. filtrationThe mixture was filtered through celite, and solvent
  2. customwas removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-47710314f9964cf581908b695e5e2103
Source dataset
uspto-grants-2013_12
Patent number
US08609671B2

Reaction notes

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