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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1814685Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-amino-N-butylphthalimide

https://huagongshe.com/reaction/1814685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktSodium DithioniteHCID 24489—
Edukt2-Butyl-5-nitro-1H-isoindole-1,3(2H)-dioneHCID 93297—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produkt4-amino-N-butylphthalimideHCID 32897759,2%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A solution of N-butyl-4-nitrophthalimide (1.45 g, 5.8 mmol) in methanol (30 mL) was added drop wise to a well stirred solution of sodium dithionite (6.50 g, 37.1 mmol) and sodium carbonate (3.22 g, 30.5 mmol) in water (40 mL), while the temperature was maintained at 70° C. After addition, heating at 70° C. was continued for a further 30 minutes, then the reaction mixture was allowed to cool to room temperature. The reaction volume was reduced to one third by rotary evaporation, and the residual water solution was extracted with diethyl ether (2×50 mL). The combined organic phases were dried with anhydrous Na2SO4, and then taken to dryness. The residual oil was recrystallised from ethanol/water to give 750 mg (59%) of N-butyl-4-aminophthalimide.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06875760B2
Quelldatensatzuspto-grants-2005_04
ORD IDord-464d92844bb64327994ca3e912892ef0
Quellennotizuspto-grants-2005_04