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CAS No. : | 95668-20-5 | MDL No. : | MFCD04039243 |
Formula : | C7H3BrF3NO3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | OIGUXYDXDJIDCY-UHFFFAOYSA-N |
M.W : | 286.00 | Pubchem ID : | 2779370 |
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 iron; acetic acid; at 0 - 20℃; for 2h; | 5-bromo-2-(trifluoromethoxy)aniline (1): To a solution of 4-bromo-2-nitro-l- (trifluoromethoxy)benzene (2.0 g, 7.0 mmol) in acetic acid (10.0 mL) was added Fe -powder (1.0 g, 17.9 mmol) at 0-10 C. The reaction mixture was allowed to stir at room temperature for 2 h. After completion of the reaction, acetic acid was distilled and the residue was diluted with water, basified with saturated sodium bicarbonate solution and extracted with ethyl acetate (2x50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 1 (1.2g, 70%) as a brown gummy solid. 1H NMR (400 MHz, DMSO- d6): delta 5.68 (s, 2H), 6.65-6.66 (dd, J = 2.4 Hz, 6.2 Hz, 1H), 6.95-6.96 (d, J = 2.5 Hz, 1H), 7.01- 7.01 (dd, J = 1.4 Hz, 8.6 Hz, 1H). MS m/z (M+H): 256.3. |
2.5 g | With iron; ammonium chloride; In water; at 80℃; for 1h;Inert atmosphere; | Step 1: 5-bromo-2-(trifluoromethoxy) aniline 5-bromo-2-(trifluoromethoxy) nitrobenzene (2.86g, 10mmol), iron powder (2.86g) and saturated aqueous ammonium chloride solution (50mL) were added to a 250mL reaction flask. The reaction mixture was heated up to 80 C under the protection of nitrogen and stirred for 1 hour. After completion of the reaction, the reaction mixture was filtered and concentrated to obtain the title compound (yellow solid, 2.5g, 98%), which may be used directly for the subsequent reaction. (MS: [M+1] none) |
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