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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108946Generated: October 30, 2026

1,2-Dichlorobenzene → 3-(2-chlorophenyl)-1-methyl-5-[4-(6-methylhexyl)phenyl]-1H-1,2,4-triazole

https://huagongshe.com/reaction/1108946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
Reactant4-HeptylbenzonitrileHCID 575863—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantN-methyl-N-phenylsulfonyl-2-chlorobenzohydrazonoyl chlorideHCID 54508988—
SolventChloroformHCID 6212—
Product3-(2-chlorophenyl)-1-methyl-5-[4-(6-methylhexyl)phenyl]-1H-1,2,4-triazoleHCID 1902137068.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2.06 g of N-methyl-N-phenylsulfonyl-2-chlorobenzohydrazonoyl chloride, 1.30 g of 4-(6-methylhexyl) benzonitrile, 0.93 g of anhydrous aluminum chloride and 5 ml of o-dichlorobenzene was stirred in an oil bath at a temperature of 140° C. for 30 minutes. After the cooling, the resulting solution was dissolved in 200 ml of chloroform, washed with diluted hydrochloric acid solution, diluted sodium hydroxide aqueous solution and saline water in this order, dried over anhydrous magnesium sulfate and concentrated under a reduced pressure. The resulting concentrate was purified through a chromatography of silica gel column using a mixed solution of hexane and ethyl acetate as a developing solvent to obtain 1.52 g of the given compound (melting point: 64.0°-67.0° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05318959
Source datasetuspto-grants-1994_06
ORD IDord-22797ca54e3d48d7b448cc4eef35e9f1
Source noteuspto-grants-1994_06