Ethanol → 6-Ethoxyimidazo[1,2-b]pyridazine

HRID 1607305Notes

Reaction equation

HRID 1607305 reaction equation
[Na].Cl[C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[CH:10][N:11]=2)[N:8]=1.[CH2:12]([OH:14])[CH3:13]>>[CH2:12]([O:14][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:9]=[CH:10][N:11]=2)[N:8]=1)[CH3:13]

Participants

4

Reactant 3

HCID 702EthanolHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 5360545Sodium

Product 1

HCID 200766186-Ethoxyimidazo[1,2-b]pyridazine

Procedure

Sodium metal (0.55 g) is dissolved in 30 ml of ethanol and, to the solution, is added 3 g of 6-chloroimidazo[1,2-b]pyridazine and the mixture is heated under reflux for 3 hours. The solvent is then evaporated off under reduced pressure and the residue is dissolved in water and the mixture is extracted with methylene chloride. The extracts are combined, washed with saturated solution of sodium chloride and dried over MgSO4. The solvent is then evaporated to give 3.3 g of the title compound as colorless crystals.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. customThe solvent is then evaporated off under reduced pressure
  4. dissolutionthe residue is dissolved in water
  5. extractionthe mixture is extracted with methylene chloride
  6. washwashed with saturated solution of sodium chloride
  7. dry with materialdried over MgSO4
  8. customThe solvent is then evaporated

Sources & evidence

ORD record
ord-cc4b1b9e1ec64f1e9032a1ad26118330
Source dataset
uspto-grants-1989_09
Patent number
US04864022

Reaction notes

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