HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrazine hydrate (1:1) → 6-(4-Bromophenyl)-4,5-dihydropyridazin-3(2H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Edukt | 3-(4-Bromobenzoyl)propionic acid | HCID 80646 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 6-(4-Bromophenyl)-4,5-dihydropyridazin-3(2H)-one | HCID 689108 | 98,3% |
Reaktionsschritte
4-(4-Bromo-phenyl)-4-oxo-butyric acid (Aldrich, 25.0 g, 97.3 mmol) was treated with NH2NH2—H2O (Aldrich, 55%, 9.1 mL, 156 mmol) in EtOH (Aldrich, 100 mL) at refluxing for 2 h. It was cooled down to ambient temperature and the white solid was filtered off to give the title compound (24.2 g, 98%). 1H NMR (CDCl3, 300 MHz) δ 2.50-2.76 (m, 2H), 2.85-3.09 (m, 2H), 7.43-7.71 (m, 4H), 8.55 (s, 1H) ppm. MS (DCl/NH3) m/z 253 (M+H)+, 255 (M+H)+, 270 (M+NH4)+, 272 (M+NH4)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07309699B2 |
| Quelldatensatz | uspto-grants-2007_12 |
| ORD ID | ord-f40bd48d7f084095af3e1c39053a635a |
| Quellennotiz | uspto-grants-2007_12 |