Methyl iodide → HCID 68276426, Verbindung

HRID 1048755Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1048755
[CH3:1]I.[OH:3][C:4]1[C:11]([I:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6]([S:13][CH3:14])[N:5]=1>O1CCOCC1.C(=O)([O-])[O-].[Ag+2]>[I:12][C:11]1[C:4]([O:3][CH3:1])=[N:5][C:6]([S:13][CH3:14])=[C:7]([CH:10]=1)[C:8]#[N:9]

Komponenten

5

Edukt 2

HCID 6328Methyl iodideHCID 178503563HCID 178503563, Verbindung

Produkt 1

HCID 68276426HCID 68276426, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418647HCID 178418647, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

905 μl (2 eq) of methyl iodide and 2.1 g (1.05 eq) of silver carbonate are added successively to a solution of 2.12 g (7.26 mmol) of 6-hydroxy-5-iodo-2-(methylthio)nicotinonitrile in 20 ml of 1,4-dioxane. The reaction medium is stirred at 60° C. for 5 hours. The solid is filtered and the residue rinsed thoroughly with methanol. The filtrate is evaporated and the residue purified by silica column chromatography (4:6 dichloromethane/cyclohexane as eluent) to yield 1.52 g (68%) of 5-iodo-6-methoxy-2-(methylthio)nicotinonitrile in the form of a white powder.

Aufarbeitung

  1. filtrationThe solid is filtered
  2. washthe residue rinsed thoroughly with methanol
  3. customThe filtrate is evaporated
  4. customthe residue purified by silica column chromatography (4:6 dichloromethane/cyclohexane as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-edeba82729fa4c6b8e459163900ebbb1
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09381195B2

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