HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Methylpropylenediamine | HCID 13128 | — |
| Edukt | 4-Chloro-3-nitroquinoline | HCID 11275808 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine | HCID 86626603 | 99,1% |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
Under a nitrogen atmosphere, a solution of 1,2-diamino-2-methylpropane (52.20 mL, 503.3 mmol), triethylamine (131.8 mL, 958.8 mmol), and dichloromethane (1.0 L) was chilled in an ice water bath. 4-Chloro-3-nitroquinoline (100.0 g, 479.4 mmol) was added in portions over a period of 5 minutes. The reaction mixture was stirred at 0° C. for 2 hours and then allowed to slowly warm to ambient temperature. After 16 hours the reaction mixture was concentrated under reduced pressure. The residue was triturated with water (500 mL) for 1 hour. The resulting solid was isolated by filtration and dried overnight in a vacuum desiccator to provide 124.6 g of N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine as a yellow crystalline solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846710B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-444e9c8800734027a4b7e3c8451d8e29 |
| Quellennotiz | uspto-grants-2014_09 |