Hydroxyamine hydrochloride → 4,6-Dichloro-5-pyrimidinecarbaldehyde oxime

HRID 1616056

Reaktionsgleichung

Reaktionsgleichung von HRID 1616056
[Cl:1][C:2]1[C:7]([CH:8]=O)=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=1.CC([O-])=O.[Na+].[NH2:16][OH:17].Cl>CCO>[Cl:1][C:2]1[C:7]([CH:8]=[N:16][OH:17])=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 8196914,6-Dichloro-5-pyrimidinecarbaldehyde

Produkt 1

HCID 760165164,6-Dichloro-5-pyrimidinecarbaldehyde oxime

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4,6-dichloro-5-pyrimidinecarbaldehyde (8.00 g, 44.8 mmol), NaOAc (3.7 g, 1.0 eq) and NH2OH.HCl (3.1 g, 1.0 eq) in EtOH (320 mL) was stirred at rt for 2 h. The reaction mixture was filtered, concentrated and purified by column chromatography on silica gel (dry loading, first DCM then DCM/EtOAc, 1/9) to give 4,6-dichloro-5-pyrimidinecarbaldehyde oxime as a white solid.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. custompurified by column chromatography on silica gel (
  4. dry with materialdry loading, first DCM

Quellen und Nachweise

ORD-Eintrag
ord-2ba7717494c54f29b575e8d272a5edbb
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765768B2

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