1,3-Dimethyl-5-nitropyrimidine-2,4(1H,3H)-dione → 5-amino-1,3-dimethylpyrimidine-2,4(1h,3h)-dione

HRID 1467817Notes

Reaction equation

HRID 1467817 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5](=[O:11])[N:4]([CH3:12])[C:3]1=[O:13]>CO.[Pd]>[NH2:8][C:6]1[C:5](=[O:11])[N:4]([CH3:12])[C:3](=[O:13])[N:2]([CH3:1])[CH:7]=1

Participants

4

Reactant 1

HCID 963701,3-Dimethyl-5-nitropyrimidine-2,4(1H,3H)-dione

Product 1

HCID 2507115-amino-1,3-dimethylpyrimidine-2,4(1h,3h)-dioneYield 89.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 1,3-dimethyl-5-nitropyrimidine-2,4(1H,3H)-dione (2.0 g, 10.802 mmol) in methanol (200 mL), 10% Pd—C (0.500 g) was added under hydrogen atmosphere and the reaction mixture was stirred at room temperature for 2 h. Reaction mixture was filtered through a celite bed and washed with methanol. The filtrate was collected and concentrated under reduced pressure to give 1.5 g of the product.

Workup

  1. customReaction mixture
  2. filtrationwas filtered through a celite bed
  3. washwashed with methanol
  4. customThe filtrate was collected
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6b729259229a4037904d9c3204d93bc2
Source dataset
uspto-grants-2015_04
Patent number
US09000159B2

Reaction notes

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