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

HRID 236299Notes

Reaction equation

HRID 236299 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.

Workup

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

Sources & evidence

ORD record
ord-0da3328230f9421eac7ef9010114c907
Source dataset
uspto-grants-1987_02
Patent number
US04644001

Reaction notes

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