HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → N-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | O-Phenylenediamine | HCID 7243 | — |
| Edukt | Carbodiimide | HCID 160435 | — |
| Edukt | 1-Bromo-4-isothiocyanatonaphthalene | HCID 459362 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amine | HCID 68461199 | — |
Reaktionsschritte
A slurry of 1-bromo-4-isothiocyanatonaphthalene (1.0 g, 3.8 mmol), o-phenylene diamine (0.45 g, 4.2 mmol), and polymer-supported carbodiimide (9.0 g, 11 mmol, 1.27 mmol/g) in 72 mL THF was heated to 70° C. with a water-cooled reflux condenser for 3 h. The reaction was filtered, rinsing with dichloromethane. The solution was concentrated to a yellow solid, suspended in dichloromethane, and filtered, rinsing with a small quantity of diethyl ether to give N-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amine as a white solid. MS m/z=338 [M+1]+. Calc'd for C17H12BrN3: 337
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08557996B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-797eee8091154d2ca5106115a8d4718a |
| Quellennotiz | uspto-grants-2013_10 |