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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium CarbonateHCID 11430—
Edukt1-MethylpiperazineHCID 53167—
Edukt5-Bromo-2-nitropyridineHCID 817620—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt1-Methyl-4-(6-nitropyridin-3-yl)piperazineHCID 5171148483,1%

Reaktionsbedingungen

Temperatur120 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822457B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-39e811d8cd514cef8227c892e3909540
Quellennotizuspto-grants-2014_09