Iodoethane → 4-Acetylaminomethyl-1-ethylpyridinium iodide

HRID 1613289Notes

Reaction equation

HRID 1613289 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[CH2:12]([I:14])[CH3:13]>CC(C)=O>[I-:14].[C:1]([NH:4][CH2:5][C:6]1[CH:7]=[CH:8][N+:9]([CH2:12][CH3:13])=[CH:10][CH:11]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 289830N-(4-Pyridinylmethyl)acetamide

Product 1

HCID 197755294-Acetylaminomethyl-1-ethylpyridinium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 4-acetylaminomethylpyridine (22.40 g) and ethyl iodide (17.9 ml) in acetone (300 ml) was heated under reflux for 24 hours and then the solvent was evaporated in vacuo. The residue was washed with a mixture of n-hexane, ethyl acetate and ethanol to give very hygroscopic 4-acetylaminomethyl-1-ethylpyridinium iodide (42.18 g), which was used without further purification.

Workup

  1. temperatureunder reflux for 24 hours
  2. customthe solvent was evaporated in vacuo
  3. washThe residue was washed with a mixture of n-hexane, ethyl acetate and ethanol

Sources & evidence

ORD record
ord-72871ffb1d7949a193402c3c0e64480b
Source dataset
uspto-grants-1993_03
Patent number
US05192779

Reaction notes

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