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Water → N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide

HRID 25369
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 25369
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([S:18](Cl)(=[O:20])=[O:19])=[CH:15][CH:16]=2)[CH:11]=[N:10]1.C(OCC)(=O)C.O>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([NH:5][S:18]([C:14]2[CH:13]=[C:12]3[C:17](=[CH:16][CH:15]=2)[NH:9][N:10]=[CH:11]3)(=[O:20])=[O:19])[CH:6]=[CH:7][CH:8]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 97423-FluoroanilineHCID 225671441H-Indazole-5-sulfonyl chloride

Produkt 1

HCID 10266270N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049Pyridine
Lösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

N-(3-Fluorophenyl)-(1H-indazol-5-yl)sulfonamide can be obtained in the following way: 0.98 ml of 3-fluoroaniline is added dropwise to a solution, cooled to a temperature in the region of 0° C., of 2.57 g of (1H-indazol-5-yl)sulfonyl chloride in 40 ml of pyridine. Stirring is maintained for 2 hours at a temperature in the region of 0° C. and then for 18 hours at a temperature in the region of 20° C. The medium is concentrated by evaporation under reduced pressure, and the residue obtained is taken up with 50 ml of ethyl acetate and 40 ml of water. The organic phase is washed with 2 times 20 ml of water, dried over magnesium sulfate, filtered and concentrated by evaporation under reduced pressure. The residue obtained is purified by chromatography on a silica column with an ethyl acetate/cyclohexane (1/3 by volume) mixture as eluent. 8 mg of N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide are thus obtained in the form of an orange solid.

Aufarbeitung

  1. concentrationThe medium is concentrated by evaporation under reduced pressure
  2. customthe residue obtained
  3. washThe organic phase is washed with 2 times 20 ml of water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customThe residue obtained
  8. customis purified by chromatography on a silica column with an ethyl acetate/cyclohexane (1/3 by volume) mixture as eluent

Quellen und Nachweise

ORD-Eintrag
ord-7aef0a420cdb497b899c709993003b79
Quelldatensatz
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06858638B2

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