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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58199Generated: October 26, 2026

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

https://huagongshe.com/reaction/58199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
ReactantPotassium phthalimideHCID 3356745—
SolventWaterHCID 962—
Product2-(4-Bromo-2-nitrophenyl)isoindoline-1,3-dioneHCID 11802545892%

Reaction Conditions

Temperature200 °C

Reaction Steps

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)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434697B2
Source datasetuspto-grants-2016_09
ORD IDord-fdc4f6b5c93549c096c14e068b7f3621
Source noteuspto-grants-2016_09