Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352772Generated: October 30, 2026

Water → 1-[(5-Chloroindol-2-yl)sulfonyl]piperazine hydrochloride

https://huagongshe.com/reaction/352772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-tert-Butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazineHCID 22710300—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product1-[(5-Chloroindol-2-yl)sulfonyl]piperazine hydrochlorideHCID 22710570—

Reaction Steps

In methanol (100 ml), 1-tert-butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazine (3.63 g) was dissolved. Under ice cooling, a 0.2N methanol solution of sodium hydroxide (100 ml) was added to the resulting solution, followed by stirring at room temperature for 12 hours. After a saturated aqueous solution of ammonium chloride was added to the reaction mixture under ice cooling, water and dichloromethane were added to separate the organic layer. The organic layer was dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. After the solid so precipitated was collected by filtration, it was dissolved in saturated ethanol hydrochloride, followed by stirring for 30 minutes. The reaction mixture was distilled under reduced pressure to remove the solvent, followed by drying under reduced pressure, whereby the title compound (1.25 g, 54%) was obtained as colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-2ceccd02ec31475194714ce350b7d926
Source noteuspto-grants-2004_06