HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Tert-Butyl nitrite | HCID 10906 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | N2,6-Dimethylpyridine-2,3-diamine | HCID 22036951 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine | HCID 45079445 | 76,2% |
Reaktionsschritte
6,N2-dimethyl-pyridine-2,3-diamine of Step A (1.5 g, 10.9 mmol), 2-methyl-2-nitrosooxy-propane (1.6 ml, 13.1 mmol), acetic acid (2.6 ml, 43.6 mmol), and ethanol (50 ml) were stirred at 60° C. for 60 min. After cooling to ambient temperature, sodium hydrogen carbonate (3 g) was added and the resulting mixture was stirred at ambient temperature for 20 min. The mixture was diluted with dichloromethane (20 ml), solids were filtered off, and the obtained solution was concentrated in vacuum. Chromatography on silica gel, eluting with dichloromethane-acetonitrile (93:7) yielded the title compound (1.23 g, 76%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07417041B2 |
| Quelldatensatz | uspto-grants-2008_08 |
| ORD ID | ord-e3448136d0034f319c88efeaf03f69a2 |
| Quellennotiz | uspto-grants-2008_08 |