HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → 7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Ethoxyacetyl chloride | HCID 84189 | — |
| Edukt | 7-bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamine | HCID 69078733 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinoline | HCID 67381964 | 67,1% |
Reaktionsschritte
7-Bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamine (45 g) was dissolved in acetonitrile (1.3 L) and triethylamine (19.4 mL). Ethoxyacetyl chloride (18.0 g) was added dropwise to the solution and the reaction was stirred for 16 hours. The solvent was removed under reduced pressure to afford a tan solid. The solid was added to a solution of ethanol (1 L) and triethylamine (77.5 mL) and heated at reflux for 4 hours. The solvent was removed under reduced pressure. Water was added to the solid residue and the crude product was recovered by filtration. Recrystallization from acetonitrile yielded 36.25 g of 7-bromo-2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinoline as a tan crystalline solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08017779B2 |
| Quelldatensatz | uspto-grants-2011_09 |
| ORD ID | ord-134fed903e6046ffa77168d789ca7fdf |
| Quellennotiz | uspto-grants-2011_09 |