2-Methylbenzothiazole → 2,3-Dimethyl-benzothiazolium p-toluenesulfonate

HRID 345192Notes

Reaction equation

HRID 345192 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]1(C)[C:12]([S:17]([O:20]C)(=[O:19])=[O:18])=[CH:13][CH:14]=[CH:15][CH:16]=1>CC(C)=O>[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH3:11].[CH3:1][C:15]1[CH:14]=[CH:13][C:12]([S:17]([OH:20])(=[O:18])=[O:19])=[CH:11][CH:16]=1

Participants

4

Reactant 2

HCID 84462-MethylbenzothiazoleHCID 90076Benzenesulfonic acid, 2-methyl-, methyl ester

Product 1

HCID 867451362,3-Dimethyl-benzothiazolium p-toluenesulfonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Methylbenzothiazole (74.6 pbw) and methyl toluenesulfonate (93.1 pbw) are mixed with one another and heated with stirring. At about 120° C. an exothermic reaction starts, in which the temperature of the mixture rises to 180° C. The solution is kept at this temperature for 10 minutes and then cautiously poured into 1000 pbw of acetone. The suspension obtained is stirred for one hour. The precipitate is removed by filtration with suction and washed with acetone. The powder obtained is dried in vacuo over phosphorus pentoxide.

Workup

  1. temperatureheated
  2. customAt about 120° C. an exothermic reaction
  3. customrises to 180° C
  4. customThe suspension obtained
  5. stirringis stirred for one hour
  6. customThe precipitate is removed by filtration with suction
  7. washwashed with acetone
  8. customThe powder obtained
  9. dry with materialis dried in vacuo over phosphorus pentoxide

Sources & evidence

ORD record
ord-db8d7c18eeed4441a26245dfa29e02b0
Source dataset
uspto-grants-1991_10
Patent number
US05055579

Reaction notes

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