2-Chloro-3-nitropyridine → 2-Methoxy-3-nitropyridine

HRID 401584

Reaction equation

HRID 401584 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1>CO>[CH3:1][O:2][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 796132-Chloro-3-nitropyridineHCID 10942334Sodium Methoxide

Product 1

HCID 2532192-Methoxy-3-nitropyridineYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A suspension of sodium methoxide (40.5 g, 0.750 mol) in 200 mL of methanol was slowly added to a solution of 2-chloro-3-nitro-pyridine (79.3 g, 0.500 mol) in 800 mL of methanol at 0° C. The reaction mixture was stirred for 4 hours and then poured into 1000 g of ice. The resulting precipitate was filtered, washed with water, and dried to give 2-methoxy-3-nitro-pyridine (70. g, 0.45 mmol, 90%) as a white solid.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-eb94a1b61527486d83644ea944d2140a
Source dataset
uspto-grants-2014_06
Patent number
US08741939B2

Linked notes

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