6-Amino-1-cyclopropyl-5-nitroso-2,4(1H,3H)-pyrimidinedione → 1-cyclopropyl-5,6-diamino-2,4-(1H,3H)-pyrimidinedione

HRID 236292Notes

Reaction equation

HRID 236292 reaction equation
[NH2:1][C:2]1[N:7]([CH:8]2[CH2:10][CH2:9]2)[C:6](=[O:11])[NH:5][C:4](=[O:12])[C:3]=1[N:13]=O>CN(C=O)C.O=[Pt]=O>[CH:8]1([N:7]2[C:2]([NH2:1])=[C:3]([NH2:13])[C:4](=[O:12])[NH:5][C:6]2=[O:11])[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 542234936-Amino-1-cyclopropyl-5-nitroso-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 536900761-cyclopropyl-5,6-diamino-2,4-(1H,3H)-pyrimidinedione

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6228DimethylformamideSolvent

Procedure

15.9 g of 6-amino-1-cyclopropyl-5-nitroso-2,4-(1H,3H)-pyrimidinedione (III) was catalytically hydrogenated in 1 liter of DMF and in the presence of 0.1 g PtO2 for 4 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 12.9 g (87%) (IV).

Workup

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

Sources & evidence

ORD record
ord-81ce205520624aa6af6afae8157a87c8
Source dataset
uspto-grants-1987_02
Patent number
US04644001

Reaction notes

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