HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 6-chloro-1-cyanomethyl-1H-indole-3-carboxylic acid dimethylamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Phosgeniminium chloride | HCID 2723945 | — |
| Edukt | (6-Chloro-indol-1-yl)-acetonitrile | HCID 22574096 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 6-chloro-1-cyanomethyl-1H-indole-3-carboxylic acid dimethylamide | HCID 69545737 | 46% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06852726B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-487712064d624761912cada6a7d74149 |
| Quellennotiz | uspto-grants-2005_02 |