HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Thionyl Chloride → 4-Iodo-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-Iodo-3-nitrobenzoic acid | HCID 11208598 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Iodo-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide | HCID 67313205 | 78% |
Reaktionsschritte
A mixture of 4-iodo-3-nitrobenzoic acid (0.286 g, 0.976 mmol) and thionyl chloride (5 ml) was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride, 2-(4-aminophenyl)-6-methoxybenzothiazole (0.25 g, 0.976 mmol) and Hunig's base (0.151 g, 1.17 mmol) in dry THF (10 ml) to give the title compound (0.403 g, 78%) as a yellow solid after work-up.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08895313B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-84cb27c98a12420a880553ff01b43a91 |
| Quellennotiz | uspto-grants-2014_11 |