Reaktion #165038

ord-7d48683d5bce425bb760a1b931bcd747

Reaktionsgleichung

Nc1ncccc1C=O
2-amino-3-formylpyridine
Cl.NO
hydroxylamine hydrochloride
Nc1ncccc1C=NO
title compound
Ausbeute 85.0%
Nc1ncccc1C=NO
2-Amino-pyridine-3-carbaldehyde oxime
Ausbeute 85.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction solution was partitioned into water and ethyl acetate
  2. 2
    WaschenThe organic layer was washed with water and saturated aqueous sodium chloride
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Sonstigethe solvent was evaporated under a reduced pressure
  5. 5
    SonstigeThe residue was purified by NH silica gel column chromatography (ethyl acetate: methanol=10:1)

Vorschrift

To a solution of 2-amino-3-formylpyridine (1.00 g, 8.19 mmol) in pyridine (20 mL) was added hydroxylamine hydrochloride (854 mg, 12.3 mmol) at room temperature, which was stirred for 1 hour and 40 minutes at room temperature. The reaction solution was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate: methanol=10:1) to obtain the title compound (951 mg, 85%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08841327B2uspto-grants-2014_09