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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58199Erstellt: 23. Oktober 2026

N-methyl-2-pyrrolidone → 2-(4-Bromo-2-nitrophenyl)isoindoline-1,3-dione

https://huagongshe.com/de/reaction/58199

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
Edukt4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
EduktPotassium phthalimideHCID 3356745—
LösungsmittelWaterHCID 962—
Produkt2-(4-Bromo-2-nitrophenyl)isoindoline-1,3-dioneHCID 11802545892%

Reaktionsbedingungen

Temperatur200 °C

Reaktionsschritte

4-bromo-1-fluoro-2-nitrobenzene (2.0 g, 9.1 mmol) and potassium 1,3-dioxoisoindolin-2-ide (2.0 g, 10.9 mmol) were placed in microwave vial (0.5-2 ml) and NMP (12.0 ml) was added. The reaction mixture was heated at 200° C. using microwave (Biotage, Initiator) for 1 min. After cooling to rt, the reaction mixture was added dropwise to stirring water which resulted in formation of precipitate. The solid was collected, washed with water and dried under stream of nitrogen to afford the title compound (2.89 g, yield: 92%). 1H-NMR (400 MHz, CDCl3) δ 7.26 (s, 2H) 7.43 (d, 2H) 7.81-7.87 (m, 3H) 7.91 (dd, 2H) 7.95-8.05 (m, 3H) 8.33 (d, 1H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434697B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-fdc4f6b5c93549c096c14e068b7f3621
Quellennotizuspto-grants-2016_09