N-methyl-5-nitropyridin-2-amine → N2-Methylpyridine-2,5-diamine

HRID 257426Notes

Reaction equation

HRID 257426 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]([NH:10][CH3:11])=[CH:8][CH:9]=1)([O-])=O.[H][H]>[Pt]=O.C(O)C>[NH2:1][C:4]1[CH:5]=[N:6][C:7]([NH:10][CH3:11])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 265883N-methyl-5-nitropyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 119790N2-Methylpyridine-2,5-diamine

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

To 40 ml of an ethanol solution of the methylamino compound (4 g) obtained in (a) described above was added, 400 mg of platinum oxide, followed by reaction in an atmosphere of hydrogen at room temperature for 15 hours. The solvent was thereafter removed by distallation, and the residue was purified by silica gel column chromatography (eluent: chloroform, and subsequently chloroform: methanol=20:1 (v/v)) to obtain 320 mg of the intended product as brown crystals.

Workup

  1. additionabove was added
  2. customThe solvent was thereafter removed by distallation
  3. customthe residue was purified by silica gel column chromatography (eluent

Sources & evidence

ORD record
ord-7b2642a21e054599908b826ac8ef3952
Source dataset
uspto-grants-1993_11
Patent number
US05262415

Reaction notes

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