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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 725723Generated: October 31, 2026

Methyl p-toluenesulfonate → 5,6-Dichloro-1,3-dimethyl-2-(methylthio)benzimidazolium p-toluenesulfonate

https://huagongshe.com/reaction/725723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
Reactant1H-Benzimidazole, 5,6-dichloro-1-methyl-2-(methylthio)-HCID 10377285—
SolventAcetoneHCID 180—
Product5,6-Dichloro-1,3-dimethyl-2-(methylthio)benzimidazolium p-toluenesulfonateHCID 19708554—

Reaction Conditions

Temperature60 °C

Reaction Steps

5,6-Dichloro-3-methyl-2-(methylthio)benzimidazole (Int-k) (5.58 g, 0.022 mol) and 4.22 g methyl p-toluenesulfonate were mixed with 10 ml xylenes and heated to 124°-136° C. for 5 hrs. Upon cooling to 60° C., acetone was added to cover and slurry. The product was collected by filtration and reslurried in acetone. Filtration and drying yielded 3.14 g, mp 152°-156° C. The product was again slurried with acetone overnight to give 2.38 g, mp 152°-155° C., which NMR indicated was contaminated with some unreacted starting material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05707794
Source datasetuspto-grants-1998_01
ORD IDord-b29df3f704a9426b841fc58e3dfcca6b
Source noteuspto-grants-1998_01