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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1942154Erstellt: 25. Oktober 2026

Water → N-(2-nitrophenyl)benzo[d][1,3]dioxol-5-ylamine

https://huagongshe.com/reaction/1942154

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt1-Fluoro-2-nitrobenzeneHCID 73895—
Edukt1,3-Benzodioxol-5-amineHCID 84310—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-(2-nitrophenyl)benzo[d][1,3]dioxol-5-ylamineHCID 792298565%

Reaktionsschritte

9.3 g (66 mmol) of 2-fluoro-nitrobenzene and 10 g (73 mmol) of benzo[d][1,3]dioxol-5-ylamine were dissolved in N,N-dimethylformamide (60 mL) and 10.9 g (79 mmol) of potassium carbonate was added thereto. Mixed solution was heated to reflux for 10 hours while stirring. The reaction mixture was poured into water, and extracted with ethyl acetate. The extracted organic layer was washed with saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography (developing solvent: ethyl acetate:hexane=1:3), to obtain 11 g (yield: 65%) of N-(2-nitrophenyl)benzo[d][1,3]dioxol-5-ylamine as red-purple crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08389523B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-4e654fd5324141d89f0fb528c1b027d0
Quellennotizuspto-grants-2013_03