2-Amino-6-methyl-3-nitropyridine → 6-Methylpyridine-2,3-diamine

HRID 1691486Notes

Reaction equation

HRID 1691486 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-])=O)=[CH:4][CH:3]=1>CO.[Ni]>[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 2260282-Amino-6-methyl-3-nitropyridine

Product 1

HCID 27344206-Methylpyridine-2,3-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-methyl-3-nitro-2-pyridinamine (3 g, 19.8 mmol) and Raney Ni (1 g) in MeOH (150 ml) was stirred in an autoclave filled with H2 (50 psi) at 0° C. for 2 hours. When TLC showed the reaction was completed, the mixture was filtered, and the filtrate was concentrated to give 6-methyl-2,3-pyridinediamine.

Workup

  1. additionfilled with H2 (50 psi) at 0° C. for 2 hours
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-11791c5b64684436a6b915380c8644c6
Source dataset
uspto-grants-2012_04
Patent number
US08153626B2

Reaction notes

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