Iodoethane → 4-Acetylaminomethyl-1-ethylpyridinium iodide

HRID 973994Notes

Reaction equation

HRID 973994 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-069f3f8b64b54ec4a58710af73ad1bd1
Source dataset
uspto-grants-1991_11
Patent number
US05066680

Reaction notes

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