HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → 7-Nitro-2,3-dihydro-1,5-benzoxazepin-4(5H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | Trichloroacetic Acid | HCID 6421 | — |
| Edukt | Sodium Azide | HCID 33557 | — |
| Edukt | 6-nitro-3,4-dihydro-2H-1-benzopyran-4-one | HCID 5228831 | — |
| Produkt | 7-Nitro-2,3-dihydro-1,5-benzoxazepin-4(5H)-one | HCID 57415944 | 22% |
Reaktionsbedingungen
| Temperatur | 70 °C |
|---|
Reaktionsschritte
Trichloroacetic Acid (39 g, 0.24 mol), Sulfuric acid (3 mL, 0.05 mol), and 6-Nitro-chroman-4-one (5.000 g, 0.026 mol) were combined and heated to 70° C. Sodium azide (3.36 g, 0.052 mol) was added slowly. The resulting solution was heated for 2 h, poured onto ice. Title compound isolated as a beige solid in 22% yield. 95% purity, LCMS: 209.15 (M+1) 1H NMR (400 MHz, DMSO, d6) δ 10.13, (s, 1H), 8.06 (dd, J=1.5 Hz, 1H), 7.85-7.82 (m, 1H), 7.15 (d, J=8.8 Hz, 1H), 4.47-4.44 m, 2H), 2.88-2.85 (m, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08148391B2 |
| Quelldatensatz | uspto-grants-2012_04 |
| ORD ID | ord-f8a03911af4b4f24b0cba09c60da11e7 |
| Quellennotiz | uspto-grants-2012_04 |