1-Methylimidazole → HCID 131721649, compound

HRID 377433Notes

Reaction equation

HRID 377433 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[CH3:7][I:8]>C(O)(C)C>[I-:8].[I-:8].[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]([CH3:7])[CH:3]=1.[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]([CH3:7])[CH:3]=1

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 6328Methyl iodide

Product 1

HCID 131721649HCID 131721649, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

21.3 ml (267 mmol) of N-methylimidazole are dissolved in 150 ml of isopropanol. After addition of 17.3 ml (280 mmol) of methyl iodide, the mixture is heated at the boiling point for 8 hours. After cooling, the solution is allowed to stand for 12 hours to crystallize. The crystalline 1,3-dimethylimidazolium iodide (1a) is filtered off and washed with 50 ml of diethyl ether and 50 ml of THF. Yield: 57 g (96%).

Workup

  1. temperaturethe mixture is heated at the boiling point for 8 hours
  2. temperatureAfter cooling
  3. customto crystallize
  4. filtrationThe crystalline 1,3-dimethylimidazolium iodide (1a) is filtered off
  5. washwashed with 50 ml of diethyl ether and 50 ml of THF

Sources & evidence

ORD record
ord-93f5e722dfa643a5984ceb3269c099c9
Source dataset
uspto-grants-2000_02
Patent number
US06025496

Reaction notes

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