Pyridine, 2-methyl-4-nitro-, 1-oxide → HCID 178428516, compound

HRID 358576

Reaction equation

HRID 358576 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][N+:3]=1[O-:11]>CO.[Pd].C>[CH3:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N+:3]=1[O-:11]

Participants

4

Reactant 1

HCID 95291Pyridine, 2-methyl-4-nitro-, 1-oxide

Product 1

HCID 178428516HCID 178428516, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 14818447PalladiumcarbonCatalystHCID 887MethanolSolvent

Procedure

4 g of 2-methyl-4-nitropyridine-N-oxide were dissolved in 90 ml of methanol and reduced with 1.2 g of 10% Pd/charcoal and H2. The catalyst was filtered off and the filtrate rotated in. The residue was boiled with 200 ml of ethyl acetate, filtered hot and the filtrate was mixed with 100 ml of hexane. The crystals precipitated after cooling the solution was sucked off, washed and dried. 3.1 g of 2-methyl-4-aminopyridine-N-oxide were obtained.

Workup

  1. filtrationThe catalyst was filtered off
  2. filtrationfiltered hot
  3. additionthe filtrate was mixed with 100 ml of hexane
  4. customThe crystals precipitated
  5. temperatureafter cooling the solution
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-89149ce471274d54bb86c6416d849b1f
Source dataset
uspto-grants-1991_03
Patent number
US04997835

Linked notes

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