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

HRID 1029359Notes

Reaction equation

HRID 1029359 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH3:11])=[N:7][C:6]=2[CH:12]=1.[C:13]1([CH3:24])[CH:18]=[CH:17][C:16]([S:19]([O:22]C)(=[O:21])=[O:20])=[CH:15][CH:14]=1>>[S:19]([C:16]1[CH:17]=[CH:18][C:13]([CH3:24])=[CH:14][CH:15]=1)([O-:22])(=[O:21])=[O:20].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH3:11])=[N+:7]([CH3:13])[C:6]=2[CH:12]=1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 6457465-Chloro-2-(methylthio)benzothiazole

Product 1

HCID 867456145-Chloro-2-methylthio-3-methylbenzothiazolium tosylate

Procedure

5-Chloro-2-(Methylthio)benzothiazole (5.0 g, 0.023 mol) and 4.40 g methyl p-toluenesulfonate were heated to 152° C. for 7 minutes. Upon cooling, the mixture solidified and then was triturated with acetone to give 7.82 g (84%), mp 170°-185° C.

Workup

  1. temperatureUpon cooling
  2. customwas triturated with acetone
  3. customto give 7.82 g (84%), mp 170°-185° C.

Sources & evidence

ORD record
ord-ccf7747bc7e0489c849ed2b64f55902a
Source dataset
uspto-grants-1992_04
Patent number
US05102781

Reaction notes

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