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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2081699Erstellt: 25. Oktober 2026

2-Methylbenzenesulfonamide → N-[1-(3-nitrobenzyl)indol-5-ylcarbonyl]-2-methylbenzene sulphonamide

https://huagongshe.com/reaction/2081699

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethylbenzenesulfonamideHCID 6924—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-(3-Nitrobenzyl)indole-5-carboxylic acidHCID 19780400—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-[1-(3-nitrobenzyl)indol-5-ylcarbonyl]-2-methylbenzene sulphonamideHCID 19780401—

Reaktionsschritte

The carboxylic acid (Example 2) (6.2 g) was stirred at room temperature in dichloromethane (50 ml) with 2-methylbenzene sulphonamide (3.4 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (4.6 g) and 4-dimethylaminopyridine (0.25 g) for 72 hours. The reaction mixture was diluted with dichloromethane and washed with 0.5N hydrochloric acid, then water. The organic extract was dried over anhydrous magnesium sulphate, filtered and evaporated in vacuo. Purification by flash chromatography on silica, eluting with 0-2% ethyl acetate in dichloromethane, afforded N-[1-(3-nitrobenzyl)indol-5-ylcarbonyl]-2-methylbenzene sulphonamide (m.p. 208°-210° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05185361
Quelldatensatzuspto-grants-1993_02
ORD IDord-8df1e7b3eceb4c2f97c3218778cb9624
Quellennotizuspto-grants-1993_02