HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661824Generated: October 26, 2026
1,3-Isobenzofurandione, 5-fluoro- → 2-(3-Bromo-2-methylphenyl)-5-fluoroisoindoline-1,3-dione
https://huagongshe.com/reaction/661824
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3-Isobenzofurandione, 5-fluoro- | HCID 67572 | — |
| Reactant | 3-Bromo-o-toluidine | HCID 123538 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(3-Bromo-2-methylphenyl)-5-fluoroisoindoline-1,3-dione | HCID 59375008 | 65.4% |
Reaction Steps
A mixture of 3-bromo-2-methylaniline (200 mg, 1.075 mmol) and 5-fluoroisobenzofuran-1,3-dione (179 mg, 1.075 mmol) in acetic acid (2 mL) was heated at 100° C. for 4.5 h. The mixture was concentrated and the residue was purified by column chromatography (eluting with a gradient from hexane to 60:40 hexane-EtOAc) to give 2-(3-bromo-2-methylphenyl)-5-fluoroisoindoline-1,3-dione as a white solid (235 mg, 59%). Mass spectrum m/z 334, 336 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084620B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-26ee4db9b11f41bea0c18d0f1a457f6e |
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| Source note | uspto-grants-2011_12 |
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