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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940742Generated: October 26, 2026

3-Chloro-p-toluonitrile → 3-(2-chloro-6-fluorophenyl)-5-(3-chloro-4-methylphenyl) 1-methyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/1940742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-p-toluonitrileHCID 88894—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantN-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chlorideHCID 54347086—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(2-chloro-6-fluorophenyl)-5-(3-chloro-4-methylphenyl) 1-methyl-1H-1,2,4-triazoleHCID 2146364755.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (7.50 g), 3-chloro-4-methylbenzonitrile (3.33 g), anhydrous aluminum chloride (3.00 g) and o-dichlorobenzene (20 ml) is stirred at an oil bath temperature of 140° C. for 1 hour. After cooling, it is washed with saline. Then, it is dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography using mixed solvent of hexane-ethyl acetate as eluent to give 3.70 g of desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05700824
Source datasetuspto-grants-1997_12
ORD IDord-b95a583e01284fc79bc0777a87d6b7c8
Source noteuspto-grants-1997_12