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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940735Generated: November 1, 2026

1,2-Dichlorobenzene → 5-[3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)phenyl]-3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/1940735

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
Reactant3-Chloro-4-(5-trifluoromethylpyridine-2-yloxy)benzonitrileHCID 21463673—
ReactantN-methyl-N-(benzenesulfonyl)-2,6-difluorobenzohydrazonoyl chlorideHCID 53707170—
CatalystIron chloride (FeCl3)HCID 24380—
SolventChloroformHCID 6212—
Product5-[3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)phenyl]-3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazoleHCID 2146367453.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of N-methyl-N-(benzenesulfonyl)-2,6-difluorobenzohydrazonoyl chloride (1.72 g), 3-chloro-4-(5-trifluoromethylpyridine-2-yloxy)benzonitrile (1.50 g), anhydrous iron (III) chloride (0.85 g) and o-dichlorobenzene (10 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, it is dissolved in chloroform (200 ml) and washed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline. Then, it is 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 and washed with hexane to give 1.25 g of desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05700824
Source datasetuspto-grants-1997_12
ORD IDord-1c73248cc80940cbb7b9acdb85c3f144
Source noteuspto-grants-1997_12