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Methyl iodide → HCID 178503574, Verbindung

HRID 324478
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 324478
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17](=[S:23])[NH:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:24]=1.[C:25](=O)(O)[O-].[Na+].CI>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17]([S:23][CH3:25])=[N:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:24]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 6328Methyl iodide2×HCID 516892Sodium BicarbonateHCID 88152155HCID 88152155, Verbindung

Produkt 1

HCID 178503574HCID 178503574, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962Water
Lösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A suspension of the product from example 38, step (v) (1.8 g) in ethanol (200 ml) and sodium bicarbonate (0.5 g) in water (15 ml) was heated until a complete solution formed. After cooling to room temperature methyl iodide (0.33 ml) was added and the whole stirred for 18 h. Another aliquot of methyl iodide was added (0.2 ml) followed by heating at 50° C. for 4 h. The reaction mixture was concentrated under reduced pressure and then partitioned between dichloromethane and brine. The organic phase was collected, dried (MgSO4) and evaporated under reduced pressure to leave a beige foam. Purification was by chromatography eluting with ethyl acetate/methanol mixtures to give the subtitle product as colourless solid.

Aufarbeitung

  1. temperaturewas heated until a complete solution
  2. customformed
  3. additionwas added
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. custompartitioned between dichloromethane and brine
  6. customThe organic phase was collected
  7. dry with materialdried (MgSO4)
  8. customevaporated under reduced pressure
  9. customto leave a beige foam
  10. customPurification
  11. washeluting with ethyl acetate/methanol

Quellen und Nachweise

ORD-Eintrag
ord-ce7066069a78420da825cc22f47f2410
Quelldatensatz
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06218376B1

Notizen zur Reaktion

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