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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1006417Erstellt: 25. Oktober 2026

3,5-Dichlorobenzenesulfonyl chloride → 4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indole

https://huagongshe.com/reaction/1006417

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-Dichlorobenzenesulfonyl chlorideHCID 522388—
Edukt4-(4-Benzyl-piperazin-1-yl)-1H-indoleHCID 2728532—
KatalysatorTetrabutylammonium hydrogen sulfateHCID 94433—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
LösungsmittelSodium HydroxideHCID 14798—
Produkt4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indoleHCID 12137124100,5%

Reaktionsschritte

4-(4-Benzyl-piperazin-1-yl)-1H-indole (274 mg, 0.94 mmole) and 50 mg tetra-n-butylammonium hydrogen sulfate was stirred in a mixture of 10 mL toluene and 5 mL 4 N sodium hydroxide. Solid 3,5-dichlorobenzenesulfonyl chloride (246 mg, 1.0 mmole) was added in one portion. The reaction mixture was stirred at room temperature for 6 hours, then it was diluted with 20 mL water and extracted with 25 mL ethyl acetate. The organic phase was washed with 10 mL saturated sodium chloride solution, dried (magnesium sulfate) and concentrated. Recrystallization from dichloromethane provided 473 mg of 4-(4-benzyl-piperazin-1-yl)-1-(3,5-dichloro-benzenesulfonyl)-1H-indole, m.p. 201-203° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06790848B2
Quelldatensatzuspto-grants-2004_09
ORD IDord-9c0ec165595848a990ab93ee514ccaec
Quellennotizuspto-grants-2004_09