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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392213Generated: October 29, 2026

Toluene → HCID 12151385, compound

https://huagongshe.com/reaction/1392213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrichloromethanethiolHCID 6390—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178479566HCID 178479566—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 12151385HCID 12151385—

Reaction Steps

To the mixture of 80 ml of toluene and 40 ml of water, 10.0 g of 4-chlorobenzylisothiourea hydrochloride, 7.85 g of perchloromethylmercaptan and 192 mg of benzyltriethylammonium chloride were added, followed the solution of 6.75 g of sodium hydroxide dissolved to 40 ml of water was added dropwise over a period for 3 hours 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 5.38 g of 3-(4-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-61da534e491c42d5acc593b3d7d37a5f
Source noteuspto-grants-2008_03