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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 4-Bromo-1-fluoro-2-nitrobenzene | HCID 2736328 | — |
| Reactant | Potassium phthalimide | HCID 3356745 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-Bromo-2-nitrophenyl)isoindoline-1,3-dione | HCID 118025458 | 92% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434697B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-fdc4f6b5c93549c096c14e068b7f3621 |
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| Source note | uspto-grants-2016_09 |
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