Sodium methyl sulfate → 1,3-Dimethyl-2-chloroimidazolidinium methylsulfate

HRID 2116867Notes

Reaction equation

HRID 2116867 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH3:7])[C:3]1(Cl)[Cl:8].[CH3:10][O:11][S:12]([O-:15])(=[O:14])=[O:13].[Na+]>C(#N)C>[CH3:10][O:11][S:12]([O-:15])(=[O:14])=[O:13].[CH3:1][NH+:2]1[CH2:6][CH2:5][N:4]([CH3:7])[CH:3]1[Cl:8]

Participants

4

Reactant 2

HCID 2735086Sodium methyl sulfateHCID 127556762,2-Dichloro-1,3-dimethylimidazolidine

Product 1

HCID 866130351,3-Dimethyl-2-chloroimidazolidinium methylsulfateYield 94.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3.00 g (17.75 mmol) of 1,3-dimethyl-2,2-dichloroimidazolidine and 2.38 g (17.75 mmol) of sodium methylsulfate are mixed with 20 ml of dry acetonitrile. The reaction mixture is stirred for 5 hours at room temperature, and the precipitate NaCl is filtered off. The solvent is distilled off, and the residue is dried for 1 hour under a reduced pressure of 7 Pa and at 50° C., giving 4.09 g of 1,3-dimethyl-2-chloroimidazolidinium methylsulfate as a viscous material, corresponding to a yield of 94.2%.

Workup

  1. filtrationthe precipitate NaCl is filtered off
  2. distillationThe solvent is distilled off
  3. customthe residue is dried for 1 hour under a reduced pressure of 7 Pa and at 50° C.

Sources & evidence

ORD record
ord-8a66758521a44f5ab15978a0d5deb961
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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