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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197513Generated: October 25, 2026

Toluene → 1-[2-(Bis-(4-fluorophenyl)-methoxy)-ethyl]-4-(3-phenyloxadiazol-5-yl-methyl)piperazine

https://huagongshe.com/reaction/1197513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(Chloromethyl)-3-phenyl-1,2,4-oxadiazoleHCID 966714—
Reactant1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazineHCID 9974013—
SolventWaterHCID 962—
Product1-[2-(Bis-(4-fluorophenyl)-methoxy)-ethyl]-4-(3-phenyloxadiazol-5-yl-methyl)piperazineHCID 19106740—

Reaction Steps

1.08 g (3.3 mM) of 1-[2-(bis-(4-fluorophenyl)-methoxy)ethyl]piperazine and 0.97 g of 3-phenyl-5-chloromethyl-1,2,4-oxadiazole (prepared according to Chem.Ber. 105 (1972)2825) were dissolved in 5 ml of dry dimethylformamide. 1.4 g of potassium carbonate were added and the mixture was stirred at room temperature overnight. Toluene and water were added, the aqueous phase extracted with toluene, the combined organic phases washed three times with water, treated with charcoal and evaporated in vacuo. The residue was dissolved in 10 ml of ethanol and 0.69 g of maleic acid were added. The precipitate was isolated by filtration and recrystallized from hot acetonitrile to obtain the dimaleate salt of the title compound as colourless crystals melting at 142°-143°. Analytical data were in accordance with the proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05276035
Source datasetuspto-grants-1994_01
ORD IDord-a9aa31526e9e43b3be5fba1f02c9e189
Source noteuspto-grants-1994_01