Sodium ethoxide → HCID 89826007, compound

HRID 1775373Notes

Reaction equation

HRID 1775373 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[CH:5]=[C:4]([CH3:11])[N+:3]=1[O-:12].[O-:13][CH2:14][CH3:15].[Na+]>C(O)C>[Br:1][C:2]1[CH:7]=[C:6]([O:13][CH2:14][CH3:15])[CH:5]=[C:4]([CH3:11])[N+:3]=1[O-:12]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 27518162-Bromo-6-methyl-4-nitro-1-oxo-1lambda~5~-pyridine

Product 1

HCID 89826007HCID 89826007, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Bromo-6-methyl-4-nitro-pyridine 1-oxide (1 g, 4.3 mmol) was dissolved in ethanol (anhydrous, 50 ml), and sodium ethoxide (21% in ethanol, 1.4 ml, 4.3 mmol) was added dropwise with stirring. The mixture was stirred at room temperature overnight, concentrated under reduced pressure, the residue was taken up in DCM (50 ml), the mixture was washed with water (50 ml), dried (sodium sulfate) and concentrated under reduced pressure to yield 0.84 g of brown yellow crystals (3.6 mmol, 84%).

Workup

  1. stirringThe mixture was stirred at room temperature overnight
  2. concentrationconcentrated under reduced pressure
  3. washthe mixture was washed with water (50 ml)
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e5ae67b001544e7cbbf79b18a5c49923
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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