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CAS No. : | 55289-36-6 | MDL No. : | MFCD00051579 |
Formula : | C7H8BrN | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | IILVSKMKMOJHMA-UHFFFAOYSA-N |
M.W : | 186.05 | Pubchem ID : | 123538 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45.2% | With acetic acid; at 100℃; for 2h; | 4.1.38 2-(3-Bromo-2-methylphenyl)-5-(tert-butyl)isoindoline-1,3-dione (7l) A mixture of <strong>[32703-79-0]5-(tert-butyl)isobenzofuran-1,3-dione</strong> (93 mg, 0.5 mmol), 3-bromo-2-methylaniline (100 mg, 0.5 mmol) in AcOH (2 mL) was stirred at 100 C for 2 h. The reaction mixture was cooled down to room temperature and diluted with water (10 mL), and then the NaHCO3 solution was added. The product was extracted three times with EtOAc (30 mL) and the combined organic layer was dried over Na2SO4. The solvent was removed in vacuo and the residue product was purified on a silica gel column using petroleum ether/EtOAc (4:1, v/v) as eluent to afford 7l (83 mg, 45.2%) as a gray solid. MS (ESI) m/z 372.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta 7.97-7.95 (m, 1H), 8.42 (s, 1H), 7.93-7.91 (d, J = 8.60 Hz, 1H), 7.77-7.75 (d, J = 8.00 Hz, 1H), 7.44-7.43 (d, J = 7.72 Hz, 1H), 7.33-7.29 (t, J = 15.90 Hz, 1H), 2.17 (s, 3H), 1.38 (s, 9H). |
With acetic acid; at 100℃; for 1h; | To a solution of <strong>[32703-79-0]4-tert-butylphthalic anhydride</strong> (4.39 g, 21.5 mmol) in acetic acid (40 mL), 3-bromo-2-methylaniline(2.65 mL, 21.5 mmol) was added and stirred at 100 C for 1 h. The reaction mixture was concentrated under reducedpressure, and diluted with ethyl acetate (300 mL), washed with water (100 mL), saturated sodium hydrogen carbonatesolution (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated. The crude material was suspended in hexane, then the precipitate was collected by filtration, washed with hexane then dried to afford 2-(3-bromo-2-methylphenyl)-5-(tert-butyl)isoindoline-1,3-di one (7.0 g). 1H NMR (400 MHz, CDCl3) delta 8.00 (dd, J = 1.7, 0.7 Hz, 1H), 7.93 - 7.77 (m, 2H), 7.67 (dd, J = 7.6, 1.8 Hz, 1H),7.24 - 7.12 (m, 2H), 2.27 (s, 3H), 1.42 (s, 9H). |
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