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

HRID 1491645Notes

Reaction equation

HRID 1491645 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 distillation, 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 distillation
  3. customthe residue was purified by silica gel column chromatography (eluent

Sources & evidence

ORD record
ord-38f62494eb534c888addf8aa145dae27
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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