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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2112464Erstellt: 24. Oktober 2026

Benzenesulfonyl chloride → N-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indole

https://huagongshe.com/de/reaction/2112464

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenesulfonyl chlorideHCID 7369—
EduktSodium HydroxideHCID 14798—
Edukt5-(4-Methylpiperazin-1-yl)-1H-indoleHCID 22015405—
KatalysatorTrioctylmethylammonium chlorideHCID 21218—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indoleHCID 2201541266%

Reaktionsschritte

5-(4-Methylpiperazin-1-yl)-indole (215 mg, 1 mmol), benzenesulfonylchloride (265 mg, 1.5 mmol) and Aliquat 336 (10 mg) were dissolved in DCM (10 mL). Aqueous NaOH (20%, 2 mL) was added and the mixture was stirred vigorously for 6 h. The organic layer was separated, dried and concentrated to give the crude as an oil that was purified on a silica column using DCM and MeOH as eluent. The pure fractions were concentrated to give an oil (260 mg, 0.66 mmol) 1H NMR (CDCl3) δ 2.35 (3H, s), 2.59 (4H, t, J=5), 3.18 (4H, t, J=5), 6.57 (1H, d, J=4), 6.98-7.03 (2H, m), 7.38-7.54 (4H, m), 7.82-7.90 (3H, m); MS (posES-FIA) 355.1345 M+; Purity (HPLC chromsil C18) >98%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07524839B2
Quelldatensatzuspto-grants-2009_04
ORD IDord-c30c7a31efb84a4cb3f1baac90567d54
Quellennotizuspto-grants-2009_04