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HCID 3106275, Verbindung → 3,5-Dinitropyridine

HRID 617370
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 617370
[N+:1]([C:4]1[C:5](NN)=[N:6][CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)([O-:3])=[O:2]>CO.O.C([O-])(=O)C.[Ag+]>[N+:10]([C:8]1[CH:7]=[N:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=1)([O-:12])=[O:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 3106275HCID 3106275, Verbindung

Produkt 1

HCID 5980543,5-DinitropyridineAusbeute 21,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11246Silver acetateKatalysatorHCID 22242641Methanol--water (1/1)Lösungsmittel

Versuchsvorschrift

Silver acetate (2.0 g) was added to a solution of the crude 3,5-dinitro-pyridinyl-hydrazine (2.2 g) in a mixture of methanol:H2O (1:1, 6 ml), and the mixture was stirred at reflux overnight. Solvent was evaporated, then water and conc. NH4OH were added. The mixture was extracted with ethyl ether, the combined extracts were dried over MgSO4, concentrated and purified by column chromatography (5:1 hexane: ethyl acetate) to give the title compound (400 mg) in 21.8% yield. MS (DCI/NH3) m/e: 124 (M-46+1). 1H NMR (CDCl3, 300 MHz) δ: 9.77 (m, 2H), 9.27 (m, 1H).

Aufarbeitung

  1. temperatureat reflux overnight
  2. customSolvent was evaporated
  3. additionwater and conc. NH4OH were added
  4. extractionThe mixture was extracted with ethyl ether
  5. dry with materialthe combined extracts were dried over MgSO4
  6. concentrationconcentrated
  7. custompurified by column chromatography (5:1 hexane: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-25ca1739e32740e497785605c05b1fd6
Quelldatensatz
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05948793

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