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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940714Generated: November 2, 2026

1,2-Dichlorobenzene → 5-(4-chloro-3-octyloxyphenyl)-3-(2-chlorophenyl) 1-methyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/1940714

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
Reactant4-Chloro-3-octyloxybenzonitrileHCID 21463669—
ReactantN-methyl-N-phenylsulfonyl-2-chlorobenzohydrazonoyl chlorideHCID 54508988—
CatalystIron chloride (FeCl3)HCID 24380—
SolventChloroformHCID 6212—
Product5-(4-chloro-3-octyloxyphenyl)-3-(2-chlorophenyl) 1-methyl-1H-1,2,4-triazoleHCID 2146363242.3%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2-chlorobenzohydrazonoyl chloride (1.50 g), 4-chloro-3-octyloxybenzonitrile (1.30 g), anhydrous iron (III) chloride (0.80 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 0.80 g of desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05700824
Source datasetuspto-grants-1997_12
ORD IDord-1ec6a5726f3a484da1352c94937642b4
Source noteuspto-grants-1997_12