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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52215Generated: October 26, 2026

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

https://huagongshe.com/reaction/52215

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
Reactant4-Chloro-3-pentyloxybenzonitrileHCID 21463634—
ReactantN-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chlorideHCID 54347086—
CatalystIron chloride (FeCl3)HCID 24380—
SolventChloroformHCID 6212—
Product3-(2-chloro-6-fluorophenyl)-5-(4-chloro-3-pentyloxyphenyl)-1-methyl-1H-1,2,4-triazoleHCID 2146359941.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (1.10 g), 4-chloro-3-pentyloxybenzonitrile (0.70 g), anhydrous iron (III) 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 hexaneethyl acetate as eluent to give 0.50 g of desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616594
Source datasetuspto-grants-1997_04
ORD IDord-326a3fd6904b4d52a3ec1adb82efa881
Source noteuspto-grants-1997_04