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CAS No. : | 98545-64-3 | MDL No. : | MFCD00859376 |
Formula : | C8H8BrNO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KZOQVTUWEHNNMH-UHFFFAOYSA-N |
M.W : | 230.06 | Pubchem ID : | 5244418 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | 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 |
---|---|---|
94.2% | With tin(II) chloride dihdyrate In ethyl acetate for 4 h; Reflux | To a solution of compound 20 (4.5g, 17.0mmol) in EtOAc (100mL) was added SnCl2·2H2O (38.3g, 0.17mol). The mixture was heated to reflux and stirred for 4h. The mixture was poured into saturated NaHCO3 (500mL) and EtOAc (370mL). The organic layer was washed with brine (300mL), and dried over anhydrous MgSO4. The residue after rotary evaporation was purified by column chromatography over silica gel to give compound 21 as a solid (3.68g, 94.2percent yield). 1H NMR (400MHz, CDCl3): δ 7.75 (d, J=8.5 Hz, 1H), 6.92 (d, J=2.2Hz, 1H), 6.57 (dd, J=8.5, 2.2Hz, 1H), 4.04 (brs, 2H) and 3.86 (s, 3H) ppm; mp: 96–98°C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With ammonium chloride In aqueous 2-propanol | Example 54C methyl-2-bromo-4-aminobenzoate A solution of methyl 2-bromo-4-nitrobenzoate (970 mg, 3.73 mmol), iron powder 1.25 g (22.4 mmol) and ammonium chloride (239 mg, 4.48 mmol) in aqueous 2-propanol (20percent, 15 mL) was heated to reflux for 30 minutes, cooled, filtered, and concentrated under reduced pressure. The residue was partitioned between diethyl ether (20 mL) and water (5 mL). The organic layer was washed with brine (1*5 mL), dried (MgSO4), filtered, and concentrated to provide the titled compound (813 mg, 95percent). |
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