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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352800Generated: October 30, 2026

Sodium Hydroxide → 1-[(5-Chloroindol-2-yl)sulfonyl]-3-(ethyl)piperazine

https://huagongshe.com/reaction/352800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 22710634HCID 22710634—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-[(5-Chloroindol-2-yl)sulfonyl]-3-(ethyl)piperazineHCID 22709848—

Reaction Conditions

Temperature80 °C

Reaction Steps

A 1N aqueous solution (16 ml) of sodium hydroxide was added to a 1,4-dioxane solution (200 ml) of 1-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]-3-(ethyl)piperazine (3.78 g) and the resulting mixture was stirred at 80° C. for 11.5 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture. Distilled water and ethyl acetate were then added and the water layer was extracted three time. The organic layers were combined, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was subjected to chromatography on a silica gel column (methanol:methylene chloride=1:100), followed by crystallization from tetrahydrofuran—diethyl ether, whereby the title compound (2.54 g) was obtained as needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-405cd9d5df7248f09349e6d88a6a9ea3
Source noteuspto-grants-2004_06