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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52208Generated: October 29, 2026

1,2-Dichlorobenzene → 5-(4-t-butyl-2-ethoxyphenyl)-3-(2-chloro-6-fluorophenyl) 1-methyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/52208

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant4-(tert-Butyl)-2-ethoxybenzonitrileHCID 21463612—
ReactantN-methyl-N-phenylsulfonyl-2-chloro-6-fluorobenzohydrazonoyl chlorideHCID 53760501—
SolventChloroformHCID 6212—
Product5-(4-t-butyl-2-ethoxyphenyl)-3-(2-chloro-6-fluorophenyl) 1-methyl-1H-1,2,4-triazoleHCID 2146365211.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (1.60 g), 4-t-butyl-2-ethoxybenzonitrile (1.00 g), anhydrous aluminum chloride (0.60 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 (100 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 0.20 g of desired compound (melting point: 108.0°-111.0° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616594
Source datasetuspto-grants-1997_04
ORD IDord-6b89963f43084c7982e0894815771522
Source noteuspto-grants-1997_04