Propane sultone → 3-(3-Hexadecyl-1-imidazolio)-1-propanesulfonate

HRID 45767

Reaction equation

HRID 45767 reaction equation
[CH2:1]([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:22]1[CH2:28][S:25](=[O:27])(=[O:26])[O:24][CH2:23]1>CC(C)=O>[CH2:1]([N:17]1[CH:21]=[CH:20][N+:19]([CH2:23][CH2:22][CH2:28][S:25]([O-:27])(=[O:26])=[O:24])=[CH:18]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 14264Propane sultoneHCID 124156141-Hexadecyl-1H-imidazole

Product 1

HCID 873187683-(3-Hexadecyl-1-imidazolio)-1-propanesulfonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

12.3 g of N-hexadecylimidazole was dissolved in 80 ml of acetone, and the mixture was cooled in an ice-water bath. Into the resultant, a solution in which 5.13 g of 1,3-propanesultone was dissolved in 80 ml of acetone was dripped, and after the dripping was completed, the resultant was stirred at room temperature. After the completion of the reaction, the resultant was filtered to obtain a precipitate. The precipitate was dried under reduced pressure, whereby 15.4 g of 3-(3-hexadecyl-1-imidazolio)-1-propanesulfonate (M-1) represented by the chemical formula (M-1) was obtained.

Workup

  1. temperaturethe mixture was cooled in an ice-water bath
  2. customAfter the completion of the reaction
  3. filtrationthe resultant was filtered
  4. customto obtain a precipitate
  5. dry with materialThe precipitate was dried under reduced pressure, whereby 15.4 g of 3-(3-hexadecyl-1-imidazolio)-1-propanesulfonate (M-1)
  6. customwas obtained

Sources & evidence

ORD record
ord-b0d4e10ac7aa4208b2090870c6d587c7
Source dataset
uspto-grants-2013_09
Patent number
US08541591B2

Linked notes

Loading…