Methyl p-toluenesulfonate → 5-Methoxy-2-methylthio-3-methylbenzothiazolium tosylate

HRID 1029357Notes

Reaction equation

HRID 1029357 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([S:11][CH3:12])=[N:8][C:7]=2[CH:13]=1.[C:14]1([CH3:25])[CH:19]=[CH:18][C:17]([S:20]([O:23]C)(=[O:22])=[O:21])=[CH:16][CH:15]=1>>[S:20]([C:17]1[CH:18]=[CH:19][C:14]([CH3:25])=[CH:15][CH:16]=1)([O-:23])(=[O:22])=[O:21].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([S:11][CH3:12])=[N+:8]([CH3:14])[C:7]=2[CH:13]=1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 199000125-Methoxy-2-(methylsulfanyl)-1,3-benzothiazole

Product 1

HCID 867456125-Methoxy-2-methylthio-3-methylbenzothiazolium tosylate

Procedure

5-Methoxy-2-(methylthio)benzothiazole (7 g, 0.033 mol) and methyl p-toluenesulfonate (6.77 g, 0.036 mol) were heated to 128°-163° C. for 22 minutes. The resulting solid, after cooling, was triturated with acetone, filtered, and acetone washed until washings were colorless, yielding 12.13 g (96%).

Workup

  1. temperatureThe resulting solid, after cooling
  2. customwas triturated with acetone
  3. filtrationfiltered
  4. washacetone washed until washings
  5. customyielding 12.13 g (96%)

Sources & evidence

ORD record
ord-67409163e9f84c02a05b610f8f70b59b
Source dataset
uspto-grants-1992_04
Patent number
US05102781

Reaction notes

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