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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52213Generated: October 28, 2026

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

https://huagongshe.com/reaction/52213

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-Fluoro-5-undecylbenzonitrileHCID 21463585—
ReactantN-methyl-N-phenylsulfonyl-2-chloro-6-fluorobenzohydrazonoyl chlorideHCID 53760501—
SolventChloroformHCID 6212—
Product3-(2-chloro-6-fluorophenyl)-5-(2-fluoro-5-undecylphenyl) 1-methyl-1H-1,2,4-triazolHCID 2146360860.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (1.34 g), 2-fluoro-5-undecylbenzonitrile (1.09 g), anhydrous aluminum chloride (0.55 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 hexaneethyl acetate as eluent to give 1.04 g of desired compound (refractive index: 1.5419).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616594
Source datasetuspto-grants-1997_04
ORD IDord-64c924bc51e144c0ad83f4ad8878452b
Source noteuspto-grants-1997_04