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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1357094Erstellt: 25. Oktober 2026

Sodium Chloride → 3-Bromo-1-methyl-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/1357094

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt3-bromo-4-(1H-indol-3-yl)-1-methyl-pyrrole-2,5-dioneHCID 9796502—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-Bromo-1-methyl-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dioneHCID 981847195,1%

Reaktionsschritte

Potassium carbonate (140 mg, 0.98 mmol) and methyl iodide (0.06 mL, 0.98 mmol) were added under ice cooling to 2-bromo-3-(1H-indol-3-yl)-N-methylmaleimide (100 mg, 0.33 mmol) synthesized according to a known method (Tetrahedron, Vol. 44, p. 2887, 1988) and dissolved in DMF (5 mL), and the whole was stirred for 2 hours. The reaction mixture was warmed to room temperature, added with saturated aqueous sodium chloride solution, and extracted with ethyl acetate. The extract was dried over sodium sulfate, and then concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane=1:1) to obtain 2-bromo-3-(1-methyl-1H-indol-3-yl)-N-methylmaleimide (99 mg, 95.1%) as red solids.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06589977B1
Quelldatensatzuspto-grants-2003_07
ORD IDord-e76ccb9cc94d4917a00169ccbccf2734
Quellennotizuspto-grants-2003_07