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Triethylamine → HCID 23362847, Verbindung

HRID 1608623
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1608623
[C:1]1([NH:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][CH2:13][S:14][C:15]2[N:20]3[CH:21]=[CH:22][N:23]=[C:19]3[CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl>[CH3:31][S:32]([N:7]([CH2:8][CH2:9][O:10][CH2:11][CH2:12][CH2:13][S:14][C:15]1[N:20]2[CH:21]=[CH:22][N:23]=[C:19]2[CH:18]=[CH:17][CH:16]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:34])=[O:33]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 233628485-[3-[2-(Phenylamino)ethyloxy]propylthio]imidazo[1,2-a]pyridine

Produkt 1

HCID 23362847HCID 23362847, VerbindungAusbeute 1,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 5-[3-[2-(phenylamino)ethyloxy]propylthio]imidazo[1,2-a]pyridine (1.034 g, 3.158 mmoles) and triethylamine (0.88 ml, 6.3 mmoles) in methylene chloride (30 ml) was added methanesulfonyl chloride (0.37 ml, 4.7 mmoles) with stirring under ice-cooling and the mixture was further stirred under ice-cooling for 10 minutes. The reaction mixture was washed with water and the aqueous layer was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 16 mg of the desired product (brown oily product)

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was further stirred under ice-
  3. temperaturecooling for 10 minutes
  4. washThe reaction mixture was washed with water
  5. extractionthe aqueous layer was extracted with methylene chloride (30 ml×3)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off
  8. customthe residue was purified by column chromatography (eluent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-46a706c042ec41ea8fafc2e5db77fbcb
Quelldatensatz
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05395839

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