Hydroxyamine hydrochloride → 5-Methyl-6-methylthio-3-pyridinecarboxamide

HRID 368287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 368287
C[O-:2].Cl.NO.[CH3:6][C:7]1[CH:8]=[C:9]([C:15]#[N:16])[CH:10]=[N:11][C:12]=1[S:13][CH3:14]>CO>[CH3:6][C:7]1[CH:8]=[C:9]([C:15]([NH2:16])=[O:2])[CH:10]=[N:11][C:12]=1[S:13][CH3:14]

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 3826051MethoxideHCID 232882705-Methyl-6-(methylthio)nicotinonitrile

Produkt 1

HCID 232882605-Methyl-6-methylthio-3-pyridinecarboxamideAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred s odiu m methoxide solution (25 wt % in methanol; 10.53 g, 48.7 mmol) diluted in dry methanol (100 mL) at room temperature under a nitrogen atmosphere was added hydroxylamine hydrochloride (3.38 g, 48.7 mmol) and 5-methyl-6-methylthio-3-pyridinecarbonitrile (2.00 g, 12.2 mmol). The white suspension was stirred at room temperature for 7 days, when it was evaporated in vacuo. The crude white solid was chromatographed on silica gel (25% EtOAc/pentane) yielding the desired product (1.66 g, 75%) as a white fluffy powder.

Aufarbeitung

  1. customwhen it was evaporated in vacuo
  2. customThe crude white solid was chromatographed on silica gel (25% EtOAc/pentane)

Quellen und Nachweise

ORD-Eintrag
ord-c111a6ea682044a3ac954bf0c3df281f
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06133294

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