4-BROMO-2,3-DIFLUOROANILINE synthesis
- Product Name:4-BROMO-2,3-DIFLUOROANILINE
- CAS Number:112279-72-8
- Molecular formula:C6H4BrF2N
- Molecular Weight:208
4519-40-8
112279-72-8
The general procedure for the synthesis of 4-bromo-2,3-difluoroaniline using 2,3-difluoroaniline as starting material was as follows: 2,3-difluoroaniline (1 eq.) and N-bromosuccinimide (1 eq.) were dissolved in acetonitrile (1 M). The reaction mixture was stirred at 35°C for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was dissolved in water and extracted with ethyl acetate. The organic phases were combined and concentrated under reduced pressure to obtain the crude product. Finally, the crude product was purified by silica gel column chromatography to afford the target compound 4-bromo-2,3-difluoroaniline in 68% yield.
4519-40-8
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$10.00/1g
112279-72-8
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$7.00/100mg
Yield:112279-72-8 100%
Reaction Conditions:
with N-Bromosuccinimide in N,N-dimethyl-formamide for 1 h;Cooling with ice;
Steps:
14
To a solution of 2,3-difluoroaniline (G-1) (38.0 ml, 375 mmol) in anhydrous dimethylformamide (20 ml) was added NBS (70.1 g, 394 mmol) with ice-cooling, then the reaction mixture was stirred for 1 hour. To the reaction solution was added water, then the reaction solution was extracted with ethyl acetate. The extraction was washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure to give Compound (G-2) (81.9 g, quant.) as an oil.Compound (G-2);Method C: Rt=1.81 min, 207.65 (ES+)
References:
Shionogi & Co., Ltd. US2012/253040, 2012, A1 Location in patent:Page/Page column 35