HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imiquimod → 8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imiquimod | HCID 57469 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | 8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine | HCID 11174597 | 22,6% |
Reaktionsschritte
A solution of 1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine (30.0 g, 125 mmol) in chloroform (620 mL) was heated to 50° C., and N-bromosuccinimide (28.8 g, 162 mmol) was added in five portions over a period of five minutes. The resulting dark red solution was heated at reflux for 45 minutes, allowed to cool to ambient temperature, and stirred for one hour. A precipitate formed, was isolated by filtration, and was washed with water and diethyl ether to provide 9.0 g of 8-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]-quinolin-4-amine as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091214B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-a0aab8bc0b124b31a57accf5057cc740 |
| Quellennotiz | uspto-grants-2006_08 |