HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylacetamide → 5-Bromo-3-nitropyridine-2-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylacetamide | HCID 31374 | — |
| Edukt | 2,5-Dibromo-3-nitropyridine | HCID 298470 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-Bromo-3-nitropyridine-2-carbonitrile | HCID 2769698 | — |
Reaktionsschritte
Heat a solution of 2,5-dibromo-3-nitropyridine (1.77 g, 6.3 mmol; Malinowski (1988) Bull. Soc. Chim. Belg. 97:51; see also U.S. Pat. No. 5,801,183) and cuprous cyanide (0.60 g, 6.69 mmol) in N,N-dimethylacetamide (25 mL) at 100° C. for 72 hours. After cooling, dilute the mixture with water (25 mL) and extract twice with EtOAc (25 mL each), then wash twice with water (25 mL each). The combined EtOAc extracts are dried (Na2SO4), evaporated, and purified by flash chromatography (50% EtOAc-hexane) to obtain 5-bromo-3-nitropyridine-2-carbonitrile as a pale solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07304059B2 |
| Quelldatensatz | uspto-grants-2007_12 |
| ORD ID | ord-794d4594877541a581123f5d48253418 |
| Quellennotiz | uspto-grants-2007_12 |