1-Methylimidazole → 1,3-Dimethylimidazolium methanesulfonate

HRID 1673067Notes

Reaction equation

HRID 1673067 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[S:7]([O:11]C)([O:9][CH3:10])=[O:8]>>[CH3:1][S:7]([O-:11])(=[O:9])=[O:8].[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]([CH3:10])[CH:3]=1

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 69223Dimethyl sulfite

Product 1

HCID 114128721,3-Dimethylimidazolium methanesulfonateYield 195.7%

Conditions

Temperature
70 °C

Procedure

A mixture of 6.64 g (80.9 mmol) of N-methylimidazole and 14.39 g (161.7 mmol) of dimethyl sulfite is stirred at 70° C. (temperature of the oil bath) for 72 hours under an inert-gas atmosphere (nitrogen) in a 100 ml round-bottomed flask with reflux condenser. The end of the reaction is determined by NMR measurement. The product is pumped off over the course of 2 hours in vacuo at 13.3 Pa and 80° C. (temperature of the oil bath), giving 15.22 g of 1,3-dimethylimidazolium methanesulfonate as a solid. The melting point is 72-73° C. The yield is 98%. The product is investigated by means of NMR spectroscopy.

Workup

  1. temperaturewith reflux condenser
  2. customis pumped off over the course of 2 hours in vacuo at 13.3 Pa and 80° C.

Sources & evidence

ORD record
ord-ab31217d7a2245d1a6ec5345d69dad24
Source dataset
uspto-grants-2011_08
Patent number
US07999111B2

Reaction notes

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