Ethanol → 2-Ethoxy-5-nitropyridine

HRID 2184751Notes

Reaction equation

HRID 2184751 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[OH-].[K+].[CH2:13]([OH:15])[CH3:14]>[Cl-].[NH4+]>[CH2:13]([O:15][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1)[CH3:14]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 2958642-Ethoxy-5-nitropyridine

Reagents, catalysts & solvents 1

HCID 25517Ammonium ChlorideSolvent

Procedure

2-Chloro-5-nitropyridine was added to a homogeneous solution of potassium hydroxide (3.93 g, 70 mmol) in ethanol (35 mL) at ambient temperature. The reaction mixture was stirred for 1 h, then diluted with saturated aqueous ammonium chloride and cooled in an ice bath. The precipitate was collected, rinsed with water and dried to give 3.60 g of 2-ethoxy-5-nitropyridine as a beige solid.

Workup

  1. temperaturecooled in an ice bath
  2. customThe precipitate was collected
  3. washrinsed with water
  4. customdried

Sources & evidence

ORD record
ord-5a7bae2945164047815e982c3c85ea2e
Source dataset
uspto-grants-2002_06
Patent number
US06399604B1

Reaction notes

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