HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyanogen Bromide → 5-[4-(Trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyanogen Bromide | HCID 10476 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-(Trifluoromethyl)benzohydrazide | HCID 520662 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-[4-(Trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-amine | HCID 5216085 | 50% |
Reaktionsschritte
To a solution of 4-(trifluoromethyl)benzohydrazide (0.5 g, 2.449 mmol) in dioxane (10 mL) and water (2 mL) was added sodium bicarbonate (0.617 g, 7.35 mmol) and cyanic bromide (0.519 g, 4.90 mmol). The reaction was stirred at room temperature for 15 h. The reaction mixture was diluted with water (50 mL), extracted with EtOAc, dried over sodium sulfate, and evaporated to yield 5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-amine (0.28, 50%). 1H NMR: 400 MHz, DMSO-d6: δ 7.43 (s, 2H), 7.91 (d, J=8.40 Hz, 2H), 8.00 (d, J=8.40 Hz, 2H). LCMS: RT 1.55 min. LCMS (ES-API), m/z 230.0 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08722670B2 |
| Quelldatensatz | uspto-grants-2014_05 |
| ORD ID | ord-458df4e5b20243b1b4238d47b11dfe5c |
| Quellennotiz | uspto-grants-2014_05 |