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

HRID 1886470Notes

Reaction equation

HRID 1886470 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[CH:5]=[CH:4][N:3]=1>CCO.[Pd]>[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 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a slurry of 2-amino-4-methyl-3-nitropyridine (10.0 g, 65.3 mmol) in 350 mL of 95% EtOH was added 500 mg of a 10% Pd/C catalyst. The mixture was stirred under a H2 atmosphere (1 atm) for 36 hours. Filtration and evaporation gave 8.05 g of a black solid which was used directly in the next step.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-89e291aaa8d044eaaa6036538d00d093
Source dataset
uspto-grants-1992_09
Patent number
US05151435

Reaction notes

Loading…