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

HRID 259667

Reaction equation

HRID 259667 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

After 72.3 g (0.46 mol) of 2,6-dimethylquinoline and 188 g (1.4 mol) of butane sultone were heated at 145° C. with stirring for 4 hours, the mixture was allowed to cool to room temperature, and 500 ml of acetone was added thereto. While cooling, crystallization was conducted for 30 minutes. The resulting crystal was recovered by filtration, washed with acetone and dried to obtain 127.3 g (yield: 94%) of 4-[2,6-dimethyl-1-quinolinio]butane sulfonate.

Workup

  1. temperatureWhile cooling
  2. customcrystallization
  3. waitwas conducted for 30 minutes
  4. filtrationThe resulting crystal was recovered by filtration
  5. washwashed with acetone
  6. customdried

Sources & evidence

ORD record
ord-d88cf0498c8c43d8ae8b81cd2e99a3fd
Source dataset
uspto-grants-1996_06
Patent number
US05523203

Linked notes

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