Reaktion #53647

Reaktionsgleichung

water

3-fluoroaniline

(1H-indazol-5-yl)sulfonyl chloride

ethyl acetate

→

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

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe medium is concentrated by evaporation under reduced pressure
2. 2
   Sonstigethe residue obtained
3. 3
   WaschenThe organic phase is washed with 2 times 20 ml of water
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated by evaporation under reduced pressure
7. 7
   SonstigeThe residue obtained
8. 8
   Sonstigeis purified by chromatography on a silica column with an ethyl acetate/cyclohexane (1/3 by volume) mixture as eluent

Vorschrift

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.

Quelle