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 A Synthetic Method of 2-Bromopyridine
  • A Synthetic Method of 2-Bromopyridine
  • (CAS no.: ), which is also known as 2-Pyridyl bromide, could be made from the following synthesis routes.

    In a 5-l. three-necked flask fitted with a mechanical stirrer, a dropping funnel, and a thermometer for reading low temperatures is placed 790 ml. (7 moles) of 48% hydrobromic acid. The flask and contents are cooled to 10–20° in an ice-salt bath, and 150 g. (1.59 moles) of 2-aminopyridine is added over a period of about 10 minutes. While the temperature is kept at 0° or lower, 240 ml. (4.7 moles) of bromine is added dropwise. A solution of 275 g. (4 moles) of sodium nitrite in 400 ml. of water is added dropwise over a period of 2 hours, the temperature being carefully maintained at 0° or lower. After an additional 30 minutes of stirring, a solution of 600 g. (15 moles) of sodium hydroxide in 600 ml. of water is added at such a rate that the temperature does not rise above 20–25°. The nearly colorless reaction mixture is extracted with four 250-ml. portions of ether. The extract is dried for 1 hour over 100 g. of solid potassium hydroxide and is then distilled through a Vigreux column 15 cm. in length. 2-Bromopyridine distils at 74–75°/13 mm., and the yield is 216–230 g. (86–92%).


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