Water → HCID 19932136, Verbindung

HRID 21607Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21607
C(N(S(F)(F)[F:7])CC)C.[CH2:10]([N:12]([CH2:33][CH3:34])[C:13]([N:15]1[CH:19]=[C:18]([CH2:20]O)[C:17]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:26]=2[CH3:32])(=[O:24])=[O:23])=[N:16]1)=[O:14])[CH3:11].O>C(Cl)Cl>[CH2:10]([N:12]([CH2:33][CH3:34])[C:13]([N:15]1[CH:19]=[C:18]([CH2:20][F:7])[C:17]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:26]=2[CH3:32])(=[O:24])=[O:23])=[N:16]1)=[O:14])[CH3:11]

Komponenten

5

Edukt 3

HCID 962WaterHCID 123472(Diethylamino)sulfur trifluorideHCID 19931990HCID 19931990, Verbindung

Produkt 1

HCID 19932136HCID 19932136, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

20 μl of diethylaminosulfur trifluoride were added at 0° C. to a solution of 54 mg of 1-(diethylcarbamoyl)-3-(2-methyl-3-chlorophenylsulfonyl)-4-hydroxymethylpyrazole (prepared as described in Example 10) in 1.8 ml of methylene chloride, and the resulting mixture was stirred for 1 hour. At the end of this time, the reaction mixture was poured into water and extracted with methylene chloride. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated by evaporation under reduced pressure. The concentrate was purified by column chromatography through silica gel, eluted with an 8:1 by volume mixture of hexane and ethyl acetate, to afford 51 mg (yield 95%) of the title compound as an oil.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. washThe extract was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated by evaporation under reduced pressure
  5. customThe concentrate was purified by column chromatography through silica gel
  6. washeluted with an 8:1 by volume mixture of hexane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-3e37884e66614bbc968e7efc33694788
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424279

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