Ethyl p-methylbenzenesulfonate → 3-Ethyl-2-methyl-1,3-benzothiazol-3-ium;4-methylbenzenesulfonic acid

HRID 345194

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([CH3:23])[CH:16]=[CH:15][C:14]([S:17]([O:20]CC)(=[O:19])=[O:18])=[CH:13][CH:12]=1>CC(C)=O>[CH2:11]([N+:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[S:3][C:2]=1[CH3:1])[CH3:12].[CH3:23][C:11]1[CH:16]=[CH:15][C:14]([S:17]([OH:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1

Participants

Conditions

Temperature: 150 °C

Procedure

2-Methylbenzothiazole (300 pbw) and ethyl p-toluenesulfonate (440 pbw) are heated with stirring to 150° C., the temperature rising to about 200° C. due to the exothermic reaction. After 10 minutes, the mixture is poured into 2000 pbw of acetone, and the product that precipitates is removed by filtration with suction, washed with acetone and dried over phosphorous pentoxide.

Workup

customthe temperature rising to about 200° C. due to the exothermic reaction
customthe product that precipitates
customis removed by filtration with suction
washwashed with acetone
dry with materialdried over phosphorous pentoxide

Sources & evidence

ORD record: ord-4867702cf6fc48bbbe263506b736a6af
Source dataset: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05055579

Linked notes

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