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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84780Generated: October 29, 2026

Methyl p-toluenesulfonate → 6-(N,N-dihexylsulfamoyl)-2,3-dimethylbenzo[d]-thiazole-3-ium tosylate

https://huagongshe.com/reaction/84780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantHexaneHCID 8058—
ReactantN,N-dihexyl-2-methylbenzo[d]thiazole-6-sulfonamideHCID 57796621—
SolventEthyl AcetateHCID 8857—
Product6-(N,N-dihexylsulfamoyl)-2,3-dimethylbenzo[d]-thiazole-3-ium tosylateHCID 8660932778.9%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of Compound 20 (2.0 g, 5.0 mmol) and p-toluenesulfonic acid methyl ester (1.4 g, 7.5 mmol) was heated in a pressure tube at 130° C. for 2 hours. The mixture was allowed to cool to room temperature, and the resulting mass was dissolved in ethyl acetate (4 ml). The combined mixture was then added drop wise to hexane (40 ml). A sticky dark brown solid separated which was washed with hexane and dried under vacuum to yield 2.3 g (78%) of Compound 21 which was used without any further purification. The structure of this compound is given below:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846952B2
Source datasetuspto-grants-2014_09
ORD IDord-f396e6ff393b4f3db7070843444766cc
Source noteuspto-grants-2014_09