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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 567724Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 2-(2-Hydroxy-5-nitrobenzyl)-5-methoxy-1-(4-methoxybenzenesulphonyl)-1,2-dihydroindazol-3-one

https://huagongshe.com/reaction/567724

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt2-(Chloromethyl)-4-nitrophenolHCID 76305—
Edukt5-methoxy-1H-indazol-3-yl 4-methoxybenzenesulphonateHCID 15429047—
Produkt2-(2-Hydroxy-5-nitrobenzyl)-5-methoxy-1-(4-methoxybenzenesulphonyl)-1,2-dihydroindazol-3-oneHCID 9805385—

Reaktionsschritte

5.01 g (15 mmol) of 5-methoxy-1H-indazol-3-yl 4-methoxybenzenesulphonate are dissolved in 70 ml of DMSO and treated in portions with 1.5 g (37.5 mmol) of sodium hydride (60 percent). After stirring for 2 hours, a solution of 2.81 g (15 mmol) of 2-hydroxy-5-nitrobenzyl chloride in 25 ml of DMSO is added dropwise and the mixture is stirred at 90-100° C. for 3 hours. After cooling, 400 ml of water are added, and the mixture is stirred for 3 hours and extracted three times with 400 ml of ethyl acetate. The combined organic phases are washed with 100 ml of water, dried over sodium sulphate, distilled to dryness in vacuo and the residue is recrystallized from ethanol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06180637B2
Quelldatensatzuspto-grants-2001_01
ORD IDord-c071f75f633949b28c254c8a60b8ebe9
Quellennotizuspto-grants-2001_01