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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 750685Erstellt: 25. Oktober 2026

5-Fluoro-2-methylindole → 4-(5-Fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxide

https://huagongshe.com/reaction/750685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Fluoro-2-methylindoleHCID 2778715—
EduktAluminum(III) ChlorideHCID 6451240—
Edukt4-chloro-2H-1lambda6,2,3-benzothiadiazine-1,1-dioneHCID 59753844—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelWaterHCID 962—
Produkt4-(5-Fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxideHCID 13638861219,1%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

AlCl3 (1.2 g, 10.5 mmol) was added to a solution of 4-chloro-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxide (1.5 g, 7.0 mmol) and 5-fluoro-2-methyl indole (1.0 g, 7.0 mmol) in DCE (35 mL), and stirred overnight at 70° C. The reaction solution was diluted with H2O, and the product was extracted with a solution of CH2Cl2/EtOH (9/1, v/v). The extracted product was concentrated and purified via silica gel chromatography eluting with a gradient of 0 to 70% EtOAc in hexanes to afford 0.44 g (19%) of the sub-title compound. MS calculated for C16H12FN3O2S—H: 328, observed: 328.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405215B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-43356af550a8429bbb33bdc0cb6dbe39
Quellennotizuspto-grants-2008_07