1-Propyl-6-amino-5-nitrosouracil → 5,6-Diamino-1-propyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

HRID 2285900Notes

Reaction equation

HRID 2285900 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH3:10])[C:6](=[O:11])[NH:5][C:4](=[O:12])[C:3]=1[N:13]=O>CN(C=O)C.O=[Pt]=O>[NH2:13][C:3]1[C:4](=[O:12])[NH:5][C:6](=[O:11])[N:7]([CH2:8][CH2:9][CH3:10])[C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 107030931-Propyl-6-amino-5-nitrosouracil

Product 1

HCID 106313415,6-Diamino-1-propyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6228DimethylformamideSolvent

Procedure

33.3 g of 6-amino-5-nitroso-1-propyl-2,4-(1H,3H)-pyrimidinedione (III) was catalytically hydrogenated in 800 ml of DMF in the presence of 0.1 g PtO2 for 3 hours at room temperature and at a pressure of 200 kPa. The catalyst and the crystals were filtered off and washed with ethanol. Yield 29 g (93%) (IV).

Workup

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

Sources & evidence

ORD record
ord-c0375d95cc2a40b79830237a0b534240
Source dataset
uspto-grants-1982_04
Patent number
US04325956

Reaction notes

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