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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392216Generated: November 2, 2026

Toluene → HCID 23079386, compound

https://huagongshe.com/reaction/1392216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrichloromethanethiolHCID 6390—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178479565HCID 178479565—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 23079386HCID 23079386—

Reaction Steps

To the mixture of 80 ml of toluene and 40 ml of water, 10.0 g of 3-chlorobenzylisothiourea hydrochloride, 7.85 g of perchloromethylmercaptan and 192 mg of benzyltriethylammonium chloride were added, followed the solution of 5.27 g of sodium hydroxide dissolved to 40 ml of water was added dropwise over a period for 1 hour at about 0° C. Then, t-butylmethylether was added to the reaction mixture, and extracted. The organic layer was dried by anhydrous sodium salfate, and concentrated. The residue obtaind was subjected to silica gel column chromatography to obtain 1.30 g of 3-(3-chlorobenzyl)thio-5-chloro-1,2,4-thiadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342031B2
Source datasetuspto-grants-2008_03
ORD IDord-79a3a0bbe55f40b9acc140396fb61c7d
Source noteuspto-grants-2008_03