6-Amino-1-cyclopentyl-5-nitroso-2,4(1h,3h)-pyrimidinedione → 5,6-Diamino-1-cyclopentyl-1,3-dihydropyrimidine-2,4-dione

HRID 464604Notes

Reaction equation

HRID 464604 reaction equation
[NH2:1][C:2]1[N:7]([CH:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[C:6](=[O:13])[NH:5][C:4](=[O:14])[C:3]=1[N:15]=O>Cl.O=[Pt]=O>[CH:8]1([N:7]2[C:2]([NH2:1])=[C:3]([NH2:15])[C:4](=[O:14])[NH:5][C:6]2=[O:13])[CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

4

Reactant 1

HCID 219585066-Amino-1-cyclopentyl-5-nitroso-2,4(1h,3h)-pyrimidinedione

Product 1

HCID 219586595,6-Diamino-1-cyclopentyl-1,3-dihydropyrimidine-2,4-dione

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 313Hydrochloric AcidSolvent

Procedure

12.9 g of 6-amino-1-cyclopentyl-5-nitroso-2,4-(1H,3H)-pyrimidinedione (XV) was catalytically hydrogenated in 30 ml of 2N HCl and in the presence of 0.1 g PtO2 for 3 hours and at room temperature and at a pressure of 200 kPa. The catalyst was filtered off and the filtrate was neutralized with 5N NaOH. The crystals were filtered off. Yield 6.1 g (50%) (XV).

Workup

  1. filtrationThe catalyst was filtered off
  2. filtrationThe crystals were filtered off

Sources & evidence

ORD record
ord-0031685da7284a7d94e962ddff981087
Source dataset
uspto-grants-1985_10
Patent number
US04548818

Reaction notes

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