Acetyl chloride → 1-Acetyl-4-methylimidazole

HRID 868269Notes

Reaction equation

HRID 868269 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][CH:6]=1.[C:7](Cl)(=[O:9])[CH3:8]>CCOCC>[C:7]([N:5]1[CH:6]=[C:2]([CH3:1])[N:3]=[CH:4]1)(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178418800HCID 178418800, compound

Product 1

HCID 109534921-Acetyl-4-methylimidazoleYield 31%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

50 g (0.6 mol) of 4-methylimidazole are dissolved in 500 ml of absolute ether. After dropwise addition of 23.6 g (0.3 mol) of acetyl chloride in 75 ml of absolute ether at room temperature, the mixture is heated under reflux for 11 hours. The residue is removed by filtration, and the solution is evaporated in vacuo. 11.45 g (31%) of 1-acetyl-4-methylimidazole are obtained as a colorless oil.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 11 hours
  3. customThe residue is removed by filtration
  4. customthe solution is evaporated in vacuo

Sources & evidence

ORD record
ord-77e8dcd55cd24745829ca9d41c93cf1c
Source dataset
uspto-grants-1988_10
Patent number
US04778817

Reaction notes

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