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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23417Erstellt: 25. Oktober 2026

Water → 6-chloro-1-cyanomethyl-1H-indole-3-carboxylic acid dimethylamide

https://huagongshe.com/reaction/23417

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPhosgeniminium chlorideHCID 2723945—
Edukt(6-Chloro-indol-1-yl)-acetonitrileHCID 22574096—
LösungsmittelAcetonitrileHCID 6342—
Produkt6-chloro-1-cyanomethyl-1H-indole-3-carboxylic acid dimethylamideHCID 6954573746%

Reaktionsschritte

To a solution of (6-chloro-indol-1-yl)-acetonitrile (0.446 g, 2.34 mmole) in acetonitrile (30 ml) was added dichloromethylene dimethylammonium chloride (phosgene imminium chloride) (0.418 g, 2.57 mmole). The reaction mixture was brought to reflux for 14 h and then poured into water (100 ml). The mixture was extracted into ethyl acetate and purified by column chromatography (silica gel, hexane:ethyl acetate 3:7) to afford the desired 6-chloro-1-cyanomethyl-1H-indole-3-carboxylic acid dimethylamide (0.286 g, 46% yield) in addition to recovered starting material (0.173 g). Step 3

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06852726B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-487712064d624761912cada6a7d74149
Quellennotizuspto-grants-2005_02