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Benzene, 2-bromo-4-chloro-1-(2-nitroethenyl)- synthesis

3synthesis methods
-

Yield:1202889-67-5 82%

Reaction Conditions:

with ammonium acetate;acetic acid for 1.5 h;Reflux;

Steps:

2.3A 2-Bromo-4-chloro-1-[2-nitroethenyl]benzene

6.83 g (31.1 mmol) of 2-bromo-4-chlorobenzaldehyde and 5.52 g (71.6 mmol) of ammonium acetate were partly dissolved in 78 ml of acetic acid. Subsequently, 4.80 ml (80.7 mmol) of nitromethane were added and the reaction mixture was heated under reflux for 90 min. The mixture was cooled down to room temperature, 80 ml of water were added and the mixture was extracted with dichloromethane. The combined organic phases were washed with water and saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. Yield: 6.86 g (82% of theory) (0555) 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=8.29 (d, 1H), 8.17 (d, 1H), 8.06 (d, 1H), 7.99 (d, 1H), 7.62 (dd, 1H).

References:

US2017/275282,2017,A1 Location in patent:Paragraph 0554-0555

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Benzene, 2-bromo-4-chloro-1-(2-nitroethenyl)-

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