HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → 5-Bromo-3-(3-methoxyphenylthio)picolinonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3-Methoxybenzenethiol | HCID 84989 | — |
| Edukt | 5-Bromo-3-nitropyridine-2-carbonitrile | HCID 2769698 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-Bromo-3-(3-methoxyphenylthio)picolinonitrile | HCID 66994755 | 82% |
Reaktionsschritte
A 10 mL round-bottomed flask was charged with 5-bromo-3-nitropicolinonitrile (300 mg, 1.31 mmol), 3-methoxybenzenethiol (0.150 mL, 1.31 mmol), and DMF (12 mL). NaH (37.8 mg, 1.58 mmol) was added and reaction stirred at room temperature for 10 minutes. The reaction was poured into water and extracted with EtOAc. The organic layer was dried over sodium sulfate, filtered and concentrated. The resulting residue was purified on silica gel (10% EtOAc in Hexanes) to afford the title compound (345 mg, 81%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08883828B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-42fbcbf997444d6dadb900bddb096fd9 |
| Quellennotiz | uspto-grants-2014_11 |