HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → N-(2-chloropyridin-3-yl)-5-methyl-2-nitrobenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | 2-Chloro-3-pyridylamine | HCID 80528 | — |
| Edukt | 5-Methyl-2-nitrobenzoyl chloride | HCID 3016013 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(2-chloropyridin-3-yl)-5-methyl-2-nitrobenzamide | HCID 3440161 | 98,7% |
Reaktionsschritte
A solution of 5-methyl-2-nitrobenzoyl chloride (3.77 g, 18.9 mmol) in tetrahydrofuran (25 mL) was treated with a solution consisting of 2-chloropyridin-3-amine (2.6 g, 20.22 mmol), pyridine (6 mL) and tetrahydrofuran (15 mL). The reaction mixture was stirred for 2 hours then diluted with water (150 mL) and extracted with dichloromethane (3×70 mL). The combined organic extracts were washed with saturated aqueous sodium bicarbonate (100 mL) and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford N-(2-chloropyridin-3-yl)-5-methyl-2-nitrobenzamide (5.44 g) that was used without further purification. LCMS [M+H]: 292.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541407B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-8de85d599504467eb920c5fc0f296886 |
| Quellennotiz | uspto-grants-2013_09 |