Sodium Hydroxide → 2-Methoxypyridin-4-amine

HRID 1974832

Reaction equation

HRID 1974832 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][N+:4]=1[O-].[OH-].[Na+]>C(O)(=O)C.[Fe]>[NH2:9][C:7]1[CH:6]=[CH:5][N:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 5792072-Methoxy-4-nitropyridine-n-oxide

Product 1

HCID 2808912-Methoxypyridin-4-amine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 6.3 g of 2-methoxy-4-nitropyridine N-oxide and 12.6 g of iron powder in 150 ml of acetic acid is heated for 1 hour at 100° C. After cooling, sodium hydroxide is added, the mixture is then filtered and the material on the filter is washed with water. The aqueous phase is extracted with ethyl ether. After drying and concentration, 3.6 g of an oil are recovered which crystallizes to a white solid.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is then filtered
  3. washthe material on the filter is washed with water
  4. extractionThe aqueous phase is extracted with ethyl ether
  5. customAfter drying
  6. concentrationconcentration, 3.6 g of an oil
  7. customare recovered which
  8. customcrystallizes to a white solid

Sources & evidence

ORD record
ord-90187e1883424e1999df727823c3ea76
Source dataset
uspto-grants-1994_02
Patent number
US05284838

Linked notes

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