3-nitro-N-phenylpyridin-4-amine → 4-N-phenylpyridine-3,4-diamine

HRID 2177624Notes

Reaction equation

HRID 2177624 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O-])=O>CO.[Pd]>[C:11]1([NH:10][C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[NH2:1])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 6120053-nitro-N-phenylpyridin-4-amine

Product 1

HCID 105836754-N-phenylpyridine-3,4-diamineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-nitro-N-phenylpyridin-4-amine (20 g, 93 mmol) in MeOH (500 mL) was added 10% Pd/C. The reaction was stirred under a hydrogen atmosphere for 10 h. The reaction was filtered and the filtrate was concentrated to afford the product (17.2 g, 100%).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-049b9071bff5482da69b7e67d82ec15a
Source dataset
uspto-grants-2015_06
Patent number
US09066946B2

Reaction notes

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