1,2-Dimethylimidazole → 1,2-Dimethyl-3-propylimidazolium iodide

HRID 449242Notes

Reaction equation

HRID 449242 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH3:7].[CH2:8]([I:11])[CH2:9][CH3:10]>C1(C)C=CC=CC=1>[I-:11].[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]([CH2:8][CH2:9][CH3:10])[C:3]=1[CH3:7]

Participants

4

Reactant 2

HCID 156171,2-DimethylimidazoleHCID 336431-Iodopropane

Product 1

HCID 114597861,2-Dimethyl-3-propylimidazolium iodideYield 92%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1,2-dimethylimidazole (7.2 g, made by Aldrich) and propyl iodide (12.7 g, made by Kanto Chemical) were stirred in toluene at 75° C. for 15 hours. After the end of the reaction, the reaction mixture was cooled to room temperature and the crude crystals formed were recovered. A mixed solvent of toluene and isopropanol was used for recrystallization. The crystals were dried in vacuo to obtain 1,2-dimethyl-3-propylimidazolium iodide (18.3 g).

Workup

  1. customAfter the end of the reaction
  2. customthe crude crystals formed
  3. customwere recovered
  4. customA mixed solvent of toluene and isopropanol was used for recrystallization
  5. customThe crystals were dried in vacuo

Sources & evidence

ORD record
ord-4ebc76d7580e4d18916bcf4bab2576f9
Source dataset
uspto-grants-2013_07
Patent number
US08481849B2

Reaction notes

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