HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Thionyl Chloride → 4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline | HCID 391870 | — |
| Edukt | 4-(Acetyloxy)-3-nitrobenzoic acid | HCID 14057307 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide | HCID 67311715 | 86% |
Reaktionsschritte
A mixture of 4-acetoxy-3-nitrobenzoic acid (0.44 g, 1.95 mmol) and thionyl chloride (5 ml) was heated under reflux for 1.5 h. The reaction mixture was cooled to room temperature and excess reagent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section above using the acid chloride and 2-(4-aminophenyl)-6-methoxybenzothiazole (0.50 g, 1.95 mmol) in dry THF (25 ml) containing diisopropylethylamine (0.302 g, 2.34 mmol) to give the title compound (0.728 g, 86%) as a tan-coloured solid after work-up.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08895313B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-aceaf32f8a304220a6ff16ffaa0ed645 |
| Quellennotiz | uspto-grants-2014_11 |