HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 68439Erstellt: 23. Oktober 2026
Hydrochloric Acid → 1-Methyl-4-(6-nitropyridin-3-yl)piperazine
https://huagongshe.com/de/reaction/68439
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-Methylpiperazine | HCID 53167 | — |
| Edukt | 5-Bromo-2-nitropyridine | HCID 817620 | — |
| Katalysator | Tetrabutylammonium Iodide | HCID 67553 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 1-Methyl-4-(6-nitropyridin-3-yl)piperazine | HCID 51711484 | 83,1% |
Reaktionsschritte
To 5-Bromo-2-nitro-pyridine (2.00 g, 9.85 mmol) in 10 mL dimethylsulfoxide was added potassium carbonate (2.72 g, 19.7 mmol), 1-methylpiperazine (1.64 mL, 14.8 mmol), and tetrabutylammonium iodide (36 mg, 0.097 mmol) and was heated at 120° C. for 18 hours. The mixture was made acidic with 1M aq. HCl and was partitioned between dichloromethane and water. The aqueous layer was made basic with 2M aq. sodium carbonate and was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, concentrated in vacuo, and was triturated with water to yield 1-Methyl-4-(6-nitro-pyridin-3-yl)-piperazine (1.82 g, 8.19 mmol). MS (ESI) 223.1 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822457B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-39e811d8cd514cef8227c892e3909540 |
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| Quellennotiz | uspto-grants-2014_09 |
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