1-Methylpiperazine → 1-Methyl-4-(5-nitropyridin-2-yl)piperazine

HRID 1017432Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1017432
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>O1CCCC1>[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH2:14][CH2:13]1

Komponenten

4

Edukt 2

HCID 531671-MethylpiperazineHCID 783082-Chloro-5-nitropyridine

Produkt 1

HCID 27640661-Methyl-4-(5-nitropyridin-2-yl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 20 g (126 mmol) of 2-chloro-5-nitropyridine in 200 ml tetrahydrofuran were added dropwise 35 ml (315 mmol) 1-methylpiperazine within 10 min. The reaction mixture was refluxed for additional 1.5 h. After cooling to room temperature, the solvent was removed in vacuo and the residue was re-dissolved in 200 ml ethyl acetate. The organic phase was washed with 200 ml 1 N sodium bicarbonate solution, dried (magnesium sulfate) and evaporated to give 27.9 g (quantitative) of the title compound as a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for additional 1.5 h
  2. customthe solvent was removed in vacuo
  3. dissolutionthe residue was re-dissolved in 200 ml ethyl acetate
  4. washThe organic phase was washed with 200 ml 1 N sodium bicarbonate solution
  5. dry with materialdried (magnesium sulfate)
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-920ccf5cf0d14e50aebba20a95d672ad
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06479483B2

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