2,6-Dimethylquinoline → 4-[2,6-Dimethyl-1quinolinio]butanesulfonate

HRID 274200

Reaction equation

HRID 274200 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:12])[CH:8]=2)[N:3]=1.[CH2:13]1[S:18](=[O:20])(=[O:19])[O:17][CH2:16][CH2:15][CH2:14]1>CC(C)=O>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:12])[CH:8]=2)[N+:3]=1[CH2:16][CH2:15][CH2:14][CH2:13][S:18]([O-:20])(=[O:19])=[O:17]

Participants

4

Reactant 2

HCID 134142,6-DimethylquinolineHCID 154111,4-Butane sultone

Product 1

HCID 867484494-[2,6-Dimethyl-1quinolinio]butanesulfonateYield 94.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

72.3 g (0.46 mol) of 2,6-dimethylquinoline and 188 g (1.4 mol) of butanesultone were heated at 145° C. for 4 hours with stirring. After being cooled to room temperature, 500 ml of acetone was added to the reaction mixture, which was cooled with ice for 30 minutes for crystallization. The crystals formed were filtered out, washed with acetone and dried to obtain 127.3 g of 4-[2,6-dimethyl-1quinolinio]butanesulfonate. The yield of the product was 94%.

Workup

  1. temperaturewas cooled with ice for 30 minutes for crystallization
  2. customThe crystals formed
  3. filtrationwere filtered out
  4. washwashed with acetone
  5. customdried

Sources & evidence

ORD record
ord-264c39146dce4d0d9cbf716bd916f9ed
Source dataset
uspto-grants-1995_02
Patent number
US05389505

Linked notes

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