HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methyl-8-nitroquinoline → 2-Methyl-8-nitroquinolin-7-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methyl-8-nitroquinoline | HCID 13433 | — |
| Edukt | Hydrazinium, 1,1,1-trimethyl-, iodide (1:1) | HCID 18683 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 2-Methyl-8-nitroquinolin-7-amine | HCID 70097281 | 14,8% |
Reaktionsschritte
To a solution of 2-methyl-8-nitroquinoline (1.88 g, 10 mmol) and 1,1,1-trimethylhydrazinium iodide (3.03 g, 15 mmol) in anhydrous dimethyl sulfoxide (20 mL) was added potassium tert-butoxide as a solid (3.36 g, 30 mmol). The mixture was stirred at room temperature for 1 h. The mixture was then poured into saturated aqueous ammonium chloride, and extracted with EtOAc. The organic layer was concentrated and purified by column chromatography to give 2-methyl-8-nitroquinolin-7-amine as a yellow solid (300 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08969349B2 |
| Quelldatensatz | uspto-grants-2015_03 |
| ORD ID | ord-05e1fa67160244eb83cd940eecb11d1f |
| Quellennotiz | uspto-grants-2015_03 |