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CAS No. : | 6311-37-1 | MDL No. : | MFCD03407439 |
Formula : | C7H6BrNO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | BFIVZIVVJNFTIQ-UHFFFAOYSA-N |
M.W : | 216.03 | Pubchem ID : | 238935 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
70% | With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; | 4-Amino-benzoic acid (100 mmol) was dissolved in DMF (50 mL) and iV-bromosuccinimide(100 mmol) was added. Stirred at ambient temperature for 18h, the reaction mixture was then poured into water (100 mL). The product was removed by filtration, washed with water and dried in vacuo to give 4-amino-3-bromo-benzoic acid.Yield: 70%IH NMR (D6-DMSO): 6.10 (s, 2H); 6.78 (d, IH); 7.63 (dd, IH); 7.89 (d, IH); 12.39 (br s,IH). |
65 - 70% | With N-Bromosuccinimide; In DMF (N,N-dimethyl-formamide); at 20℃; for 18h; | 4-Amino-benzoic acid (100 mmol) was dissolved in DMF (50 mL) and N-bromo- succinimide (100 mmol) was added. Stirred at ambient temperature for 18h, the reaction mixture was then poured into water (100 mL). The product was removed by filtration, washed with water and dried in vacuo. Yield: 70% 1H NMR (D6-DMSO) : 6.10 (s, 2H); 6.78 (d, 1H); 7.63 (dd, 1H); 7.89 (d, 1H) ; 12.39 (br s, 1H).4-Amino-benzoic acid (100 mmol) was dissolved in DMF (100 mL) and N-bromo succinimide (100 mmol) was added portion wise. The orange reaction mixture was stirred over night at ambient temperature, then poured into water. The product was collected by filtration and re-crystallized from MeOH. Yield: 65% 1H NMR (D6-DMSO) : 6.09 (s, 2H); 6.81 (d, 1H); 7.13 (dd, 1H); 7.89 (d, 1H) ; 12.37 (br, 1H). |
61% | With hydrogen bromide; 2-methylpyridinium nitrate; at 90℃; for 12h;Green chemistry; | General procedure: To a round bottom flask was added 5 mmol of acetophenone, 0.5 mmol of 2-methylpyridine nitrate and 5.5 mmol of 40 wt% HBr, 60 C under the open flask stir reaction 6h, The yield of alpha-bromoacetophenone was 95% The product was isolated by silica gel column chromatography (ethyl acetate / boiling point 60-90 C petroleum ether) at 200-300 mesh, The isolated yield was 88%. |
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