1-Butyl-5-nitroso-6-aminouracil → 5,6-Diamino-1-butylpyrimidine-2,4(1H,3H)-dione

HRID 2285903Notes

Reaction equation

HRID 2285903 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH2:10][CH3:11])[C:6](=[O:12])[NH:5][C:4](=[O:13])[C:3]=1[N:14]=O>CN(C=O)C.O=[Pt]=O>[CH2:8]([N:7]1[C:2]([NH2:1])=[C:3]([NH2:14])[C:4](=[O:13])[NH:5][C:6]1=[O:12])[CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 1

HCID 107985701-Butyl-5-nitroso-6-aminouracil

Product 1

HCID 105841085,6-Diamino-1-butylpyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6228DimethylformamideSolvent

Procedure

52.8 g (0.27 mol) of 6-amino-1-butyl-5-nitroso-2,4-(1H,3H)-pyrimidinedione (IX) was dissolved in 1 l of DMF at 90° C. and catalytically hydrogenated in the presence of 0.1 g PtO2 for 18 hours and at room temperature and at a pressure of 200 KPa. The catalyst and the crystals were filtered off and washed with ethanol. Yield 36.6 g (67%) (X), NMR.

Workup

  1. filtrationThe catalyst and the crystals were filtered off
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-9b65d27baeb24d0eb8cc97721a5ec9e1
Source dataset
uspto-grants-1982_04
Patent number
US04325956

Reaction notes

Loading…