HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethyl orthovalerate → 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethyl orthovalerate | HCID 83755 | — |
| Edukt | Pyridinium chloride | HCID 10176127 | — |
| Edukt | N4-(3-methylsulfanylpropyl)-7-phenylquinoline-3,4-diamine | HCID 86593757 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline | HCID 21984430 | 90,7% |
Reaktionsschritte
N4-(3-Methylsulfanylpropyl)-7-phenylquinoline-3,4-diamine (2.75 g, 8.49 mmol), trimethyl orthovalerate (1.7 g, 10 mmol), and pyridine hydrochloride (0.3 g) were dissolved in toluene (28 mL) and heated to reflux for 1.5 h, collecting the volatiles in a Dean—Stark trap. Upon cooling to room temperature, the solvent was removed under vacuum. The resulting solid was slurried in hexanes (100 mL) for 1 h and then collected by filtration to afford 3.0 g of 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091214B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-db8fbeb70dec4320954face4762c20da |
| Quellennotiz | uspto-grants-2006_08 |