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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52209Generated: October 29, 2026

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

https://huagongshe.com/reaction/52209

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-Fluoro-5-hexylbenzonitrileHCID 21463662—
ReactantN-methyl-N-phenylsulfonyl-2-chlorobenzohydrazonoyl chlorideHCID 54508988—
SolventChloroformHCID 6212—
Product3-(2-chlorophenyl)-5-(2-fluoro-5-hexylphenyl) 1-methyl-1H-1,2,4-triazoleHCID 2146367971.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2-chlorobenzohydrazonoyl chloride (2.06 g), 2-fluoro-5-hexylbenzonitrile (1.23 g), anhydrous aluminum chloride (0.88 g) and o-dichlorobenzene (5 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 1.60 g of desired compound (refractive index: 1.5779).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616594
Source datasetuspto-grants-1997_04
ORD IDord-3c395eff27954893972c7a0a34882edb
Source noteuspto-grants-1997_04