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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52242Generated: 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/52242

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 numberUS05616594
Source datasetuspto-grants-1997_04
ORD IDord-d09da8cf964749938e77b8540c98d8c7
Source noteuspto-grants-1997_04