2-Amino-4-methyl-3-nitropyridine → 4-Methylpyridine-2,3-diamine

HRID 1740929Notes

Reaction equation

HRID 1740929 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1>CO.[OH-].[OH-].[Pd+2]>[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 2431662-Amino-4-methyl-3-nitropyridine

Product 1

HCID 3174954-Methylpyridine-2,3-diamineYield 84.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-amino-4-methyl-3-nitropyridine (Aldrich 10 Chemical Co., 500 mg) in methanol (3 mL) was treated with palladium hydroxide on carbon (50 mg) and stirred under a hydrogen atmosphere (1 atm) at room temperature for 6 h. The mixture was filtered through a pad of celite filter aid and the solvent removed by rotoevaporation to give the title compound (340 mg).

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. filtrationfilter aid
  3. customthe solvent removed by rotoevaporation

Sources & evidence

ORD record
ord-2e3ccee1e58a4ad2945b1a9e206de269
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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