HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → 5-(Isoquinolin-6-yl)-1,3,4-oxadiazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Cyanogen Bromide | HCID 10476 | — |
| Edukt | Isoquinoline-6-carbohydrazide | HCID 57950576 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-(Isoquinolin-6-yl)-1,3,4-oxadiazol-2-amine | HCID 57950700 | 96% |
Reaktionsschritte
A 3 M DCM solution of bromoformonitrile (0.2 mL, 0.6 mmol) (commercially available from Aldrich) was mixed with imidazole (0.157 g, 2.3 mmol) (commercially available from Aldrich) in 10 mL DCM. The mixture was heated and maintained to reflux for 30 minutes in a round bottom flask. After the DCM was removed under a reduced pressure, isoquinoline-6-carbohydrazide (0.1 g, 0.53 mmol) suspended in 50 mL THF was added into the flask. The mixture was heated and maintained at reflux for 3 hours. After removing the THF, the remaining residue was mixed with 10 mL water and filtered. After washing with water and air drying, a white solid was obtained as the desired product (0.107 g, 96%) LCMS (API-ES) m/z (%): 213.0 (100%, M++H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07897619B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-53307459c2174ae4abcfce777831b6e5 |
| Quellennotiz | uspto-grants-2011_03 |