N,N-dimethyl-5-nitropyridin-2-amine → N2,N2-dimethylpyridine-2,5-diamine

HRID 1925394Notes

Reaction equation

HRID 1925394 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][N:4]=1>[Pd].CCO.CCOC(C)=O>[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][N:4]=1

Participants

5

Reactant 1

HCID 75707N,N-dimethyl-5-nitropyridin-2-amine

Product 1

HCID 78642N2,N2-dimethylpyridine-2,5-diamine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Palladium on carbon (200 mg) was added to a solution of N,N-dimethyl-5-nitropyridin-2-amine (1.29 g, 7.75 mmol) in EtOH (40 mL) and EtOAc (40 mL). The resulting mixture was stirred for 16 h under a H2 atmosphere, filtered and concentrated in vacuo to give the title compound.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-708564b2c24546a3be920e15f98da90e
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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