HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 521277Erstellt: 24. Oktober 2026
Potassium Carbonate → N4-[3-(2-methyl-[1,3]dioxolan-2-yl)propyl]quinoline-3,4-diamine
https://huagongshe.com/de/reaction/521277
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Sodium Dithionite | HCID 24489 | — |
| Edukt | [3-(2-Methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amine | HCID 69506985 | — |
| Katalysator | 1,1'-Diethyl-4,4'-bipyridinium dibromide | HCID 11474262 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N4-[3-(2-methyl-[1,3]dioxolan-2-yl)propyl]quinoline-3,4-diamine | HCID 86052449 | 97,3% |
Reaktionsschritte
The product from the previous step, [3-(2-methyl-[1,3]dioxolan-2-yl)propyl](3-nitro-quinolin-4-yl)amine (29.5 g, 93.0 mmol), was stirred with sodium dithionite (67.0 g, approximately 85% pure), potassium carbonate (51.4 g, 372 mmol), and ethyl viologen dibromide (0.37 g, 1 mmol) in a mixture of dichloromethane and water (375 mL each) for 15 hours. The layers were then separated, and the organic phase was washed successively with a saturated aqueous sodium bicarbonate solution and water (250 mL each), dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide N4-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]quinoline-3,4-diamine (26.0 g) as a dark solid that was used directly in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09328110B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-dcf6168aac164fa1b1fa7425e09cf23b |
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| Quellennotiz | uspto-grants-2016_05 |
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