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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940708Generated: October 30, 2026

1,2-Dichlorobenzene → 3-(2-chloro-6-fluorophenyl)-5-(2-fluoro-5-hexylphenyl) 1-methyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/1940708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-Fluoro-5-hexylbenzonitrileHCID 21463662—
ReactantN-methyl-N-phenylsulfonyl-2-chloro-6-fluorobenzohydrazonoyl chlorideHCID 53760501—
SolventChloroformHCID 6212—
Product3-(2-chloro-6-fluorophenyl)-5-(2-fluoro-5-hexylphenyl) 1-methyl-1H-1,2,4-triazoleHCID 21463601—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (2.17 g), 2-fluoro-5-hexylbenzonitrile (1.23 4), anhydrous aluminum chloride (0.88 g) and o-dichlorobenzene (10 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, the reaction mixture is dissolved in chloroform (200 ml), washed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline in this order, 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 1.11 g of desired compound (refractive index: 1.5608).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05700824
Source datasetuspto-grants-1997_12
ORD IDord-2b3d144453344c108cbac0221a13f645
Source noteuspto-grants-1997_12