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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1665010Erstellt: 24. Oktober 2026

2-Chlorobenzenesulfonyl chloride → N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide

https://huagongshe.com/de/reaction/1665010

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Chlorobenzenesulfonyl chlorideHCID 76187—
EduktDiisopropylethylamineHCID 81531—
Edukt(5-Bromothiophen-2-yl)methanamineHCID 23130577—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamideHCID 3540898543,5%

Reaktionsschritte

To a stirred suspension of 1-(5-bromo-2-thienyl)methanamine (1.00 g) in dichloromethane (15 mL) were slowly added 2-chlorobenzenesulfonyl chloride (1.18 g) and N,N-diisopropyl ethyl amine (0.76 g) at 0° C. After 15 min the ice bath was removed and the mixture was stirred at r.t. for 1.5 h. The mixture was diluted with dichloromethane and washed with 0.5 M HCl and with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 95:5 to ethyl acetate) to give N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide (0.83 g) as a colorless solid. MS: 363.9 ([M−H]−)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08039493B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-7e0bb01514dc415b93d1ff57b31235ce
Quellennotizuspto-grants-2011_10