반응 #53635

반응 방정식

3,4-dichlorobenzenesulfonyl chloride

5-amino-3-chloro-1H-indazole

pyridine

→

N-(3-chloro-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide

수율 4.7%

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONare added to the reaction medium
2. 2
   추출The medium is extracted with 50 ml and 25 ml of ethyl acetate
3. 3
   건조The organic phase is subsequently dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated by evaporation under reduced pressure
6. 6
   기타The residue thus obtained
7. 7
   기타is purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent
8. 8
   기타The yellow oil thus obtained
9. 9
   기타is again purified by chromatography on a silica column with dichloromethane as eluent

실험 절차

N-(3-Chloro-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide can be obtained in the following way: a solution of 1.1 g of 3,4-dichlorobenzenesulfonyl chloride is added dropwise to a solution, cooled to 0° C. of 0.75 g of 5-amino-3-chloro-1H-indazole and of 14 ml of pyridine. After reacting for 10 minutes at a temperature in the region of 0° C. and 2 hours 30 minutes at a temperature in the region of 20° C., 50 ml of distilled water are added to the reaction medium. The medium is extracted with 50 ml and 25 ml of ethyl acetate. The organic phase is subsequently dried over magnesium sulfate, filtered and concentrated by evaporation under reduced pressure. The residue thus obtained is purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent. The yellow oil thus obtained is again purified by chromatography on a silica column with dichloromethane as eluent. 0.08 g of N-(3-chloro-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide is thus obtained in the form of a thick white oil (analysis C13H8Cl3N3O2S % calculated C, 41.46; H, 2.14; Cl, 28.24; N, 11.16; O, 8.50; S, 8.51. % found C, 41.43; H, 2.58; N, 10.81; S, 7.84).

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