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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1689611Erstellt: 26. Oktober 2026

Propylamine → 2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonic acid propylamide

https://huagongshe.com/reaction/1689611

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropylamineHCID 7852—
EduktPhosphorus oxychlorideHCID 24813—
EduktDiisopropylethylamineHCID 81531—
Edukt2,3-Dioxo-5-indolinesulfonic acidHCID 81749—
EduktSodiumHCID 5360545—
Edukt2,3-Dioxoindoline-5-sulfonyl chlorideHCID 15908947—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonic acid propylamideHCID 1127717860%

Reaktionsschritte

2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (0.10 g, 0.41 mmol), prepared by the reaction of the sodium salt of 5-isatinsulfonic acid with POCl3, was dissolved in 5 mL THF. This solution was cooled in an ice bath and DIEA (0.14 mL, 2.0 eq) was added slowly, followed by n-propylamine (35 uL, 1.0 eq). Stirring was continued for 40 min and the solution was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4 and the solvent was removed by evaporation. The residue was purified by SiO2 chromatography to give the title compound (65 mg, 60%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08153593B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-741ab8bdf9794660af893b58005f28d3
Quellennotizuspto-grants-2012_04