3-(3-Nitrophenyl)pyridine → 3-(Pyridin-3-yl)aniline

HRID 581972

Reaction equation

HRID 581972 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[C:9]([N+:13]([O-])=O)[CH:10]=[CH:11][CH:12]=2)[CH:2]=1>C(O)C.[Ni]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[NH2:13])[CH:2]=1

Participants

4

Reactant 1

HCID 121813273-(3-Nitrophenyl)pyridine

Product 1

HCID 4595213-(Pyridin-3-yl)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

3-(3-pyridyl)-nitrobenzene (9.1 g, 45.5 mmol) in ethanol (125 ml) is hydrogenated at ambient pressure for 1.75 hours using Raney Nickel as the catalyst. Filtration of the resulting solution through celite followed by evaporation of solvent quantitatively yields 3-(3-pyridyl)aniline.

Workup

  1. filtrationFiltration of the resulting solution through celite
  2. customfollowed by evaporation of solvent quantitatively yields 3-(3-pyridyl)aniline

Sources & evidence

ORD record
ord-e2c51de4f901493c8a5c8e21efe583c1
Source dataset
uspto-grants-1999_07
Patent number
US05922724

Linked notes

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