HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pentanenitrile, 4,4-dimethyl-3-oxo- → 4-(5-Amino-3-tert-butyl-1H-pyrazol-1-yl)benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
| Edukt | 4-Cyanophenylhydrazine Hydrochloride | HCID 16212962 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-(5-Amino-3-tert-butyl-1H-pyrazol-1-yl)benzonitrile | HCID 7147083 | 95% |
Reaktionsschritte
A cream suspension of 4-cyanophenylhydrazine hydrochloride (1.70 g, 10.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.31 g, 10.5 mmol) in EtOH (25 mL) was stirred at reflux for 4 h, then at RT for 64 h, and again at reflux for 24 h. The solution was cooled to RT, concentrated in vacuo, and partitioned between water (50 mL) and EtOAc (75 mL). The organics were washed with brine (50 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave an orange solid (2.28 g, 95%). LCMS (Method 3): Rt 3.45 min, m/z 241 [MH+].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835431B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-f981191d6d004772bb16d33b65bafe56 |
| Quellennotiz | uspto-grants-2014_09 |