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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 382324Erstellt: 26. Oktober 2026

Melatonin → n-{2-[5-Methoxy-1-(phenylsulphonyl)-1h-indol-3-yl]ethyl}acetamide

https://huagongshe.com/reaction/382324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMelatoninHCID 896—
EduktBenzenesulfonyl chlorideHCID 7369—
EduktSodium HydroxideHCID 14798—
KatalysatorTetrabutylammonium hydrogen sulfateHCID 94433—
LösungsmittelDichloromethaneHCID 6344—
Produktn-{2-[5-Methoxy-1-(phenylsulphonyl)-1h-indol-3-yl]ethyl}acetamideHCID 11090036—

Reaktionsschritte

5 g of melatonin are dissolved in 150 ml of dichloromethane, and then 3.41 g of sodium hydroxide and 0.35 g of tetrabutylammonium hydrogen sulphate are added. The reaction mixture is then cooled in an ice-bath, and 4.06 ml of benzenesulphonyl chloride are added dropwise. After stirring overnight at room temperature, the excess sodium hydroxide and the catalyst are filtered off, the solvent is removed by evaporation in vacuo, and the resulting solid is recrystallised to yield the title product in the form of white crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06310074B1
Quelldatensatzuspto-grants-2001_10
ORD IDord-772d898a01774a5f803c6fe47044ad3a
Quellennotizuspto-grants-2001_10