Dimethylformamide → 3-Methoxy-2-nitropyridine

HRID 1266938Notes

Reaction equation

HRID 1266938 reaction equation
[OH:1][C:2]1[C:3]([N+:8]([O-:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH3:11]N(C)C=O.C(=O)([O-])[O-].[K+].[K+].CI>O>[CH3:11][O:1][C:2]1[C:3]([N+:8]([O-:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 270573-Hydroxy-2-nitropyridine

Product 1

HCID 5560633-Methoxy-2-nitropyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction flask was loaded with 3-hydroxy-2-nitropyridine (20 g), dimethylformamide (80 ml), and potassium carbonate (23.4 g), and they were mixed, followed by dropwise addition of methyl iodide (52.4 g) to the flask in 2.2 hours. After stirring overnight, water was added to this for crystallization. The crystals were filtrated for collection and dried to give 3-methoxy-2-nitropyridine (16.5 g).

Workup

  1. additionwere mixed
  2. customfor crystallization
  3. filtrationThe crystals were filtrated for collection
  4. customdried

Sources & evidence

ORD record
ord-cef182f31f4c4f95bfaa7796b4f29b2f
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Reaction notes

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