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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56222Erstellt: 24. Oktober 2026

Water → 2-chloro-N-(2-methyl-1-(naphthalen-2-yl)propan-2-yl)-4-nitroaniline

https://huagongshe.com/de/reaction/56222

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt2-Chloro-1-fluoro-4-nitrobenzeneHCID 67688—
Edukt2-Methyl-1-(naphthalen-2-yl)propan-2-amine--hydrogen chloride (1/1)HCID 53249931—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-chloro-N-(2-methyl-1-(naphthalen-2-yl)propan-2-yl)-4-nitroanilineHCID 9002366243%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A mixture of 2-methyl-1-(naphthalen-2-yl)propan-2-amine hydrochloride (5.9 g, 25.0 mmol), 3-chloro-4-fluoro-1-nitrobenzene (5.27 g, 30.0 mmol) and K2CO3 (6.9 g, 50.0 mmol) in DMSO (50 mL) was stirred at 140° C. overnight. The mixture was cooled to rt and poured into 150 mL of water. The mixture was then extracted with EtOAc (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/DCM (V/V)=10:1) to give the title compound as yellow foam (3.78 g, 43%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434695B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-3950c11c8b84445db2e60821f7773461
Quellennotizuspto-grants-2016_09