Sodium Hydroxide → 2-Nitro-6-(pyridin-2-yl)aniline

HRID 1472183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1472183
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:5]=1[NH:16]C(=O)C)([O-:3])=[O:2].[OH-].[Na+]>CO>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:5]=1[NH2:16])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 86701070N-(2-nitro-6-(pyridin-2-yl)phenyl)acetamide

Produkt 1

HCID 130010352-Nitro-6-(pyridin-2-yl)anilineAusbeute 65,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of N-(2-nitro-6-(pyridin-2-yl)phenyl)acetamide (XCVIII) (4.41 g, 17 mmol, 1 eq) in MeOH (20 mL) was added 2N NaOH aqueous (50 mL) and the mixture was refluxed until the stirring material was consumed completely. The mixture was concentrated in vacuo to remove the MeOH and the precipitate was collected by filtration to afford 2-nitro-6-(pyridin-2-yl)aniline (XCIX) (2.4 g, 11.2 mmol, 65% yield) as a yellow solid. ESIMS found for C11H9N3O2 m/z 216 (M+H).

Aufarbeitung

  1. temperaturethe mixture was refluxed until the stirring material
  2. customwas consumed completely
  3. concentrationThe mixture was concentrated in vacuo
  4. customto remove the MeOH
  5. filtrationthe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-be3b608a50ca4bf4b03427ec0112927a
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012472B2

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