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ChemicalBook CAS DataBase List 2-Bromo-5-chloro-3-nitropyridine
75806-86-9

2-Bromo-5-chloro-3-nitropyridine synthesis

3synthesis methods
To a solution of 2-Amino-5-chloro-3-nitropyridine (10.0 g, 57.6 mmol) in HBr [(31.0 mL (100%), 286.4 mmol)], sodium nitrite (13.8 g, 199.9 mmol) was added dropwise. To the stirred solution, Br2 (10.0 mL, 197.1 mmol)in water was added and stirred at room temperature for 1 h. The reaction mixture was basified with NaHCO3 solution (PH=7), extracted with ethyl acetate, washed with water, and dried over anhydrous Na2SO4. The solvent was removed under vacuum to yield 2-Bromo-5-chloro-3-nitropyridine (10.0 g, 73.0%) as a yellow solid.
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Yield:75806-86-9 73%

Reaction Conditions:

with hydrogen bromide;bromine;sodium nitrite in water at 0 - 20; for 1 h;

Steps:

Intermediate 32b: 2-Bromo-5-chloro-3-nitropyridine
To a solution of intermediate 32a (10.0 g, 57.6 mmol) in HBr [(31 .0 mL (100%), 286.4 mmol)] at 0 00 sodium nitrite (13.8 g, 199.9 mmol) was added drop wise. To the stirred solution Br2 (10.0 mL, 197.1 mmol) was added in water and stirred at room temperature for 1 h. The reaction mixture was basified with NaHCO3 solution (pH=7) and extracted with ethyl acetate, washed with water, and dried over anhydrousNa2SO4 The solvent was removed under vacuo to yield the title product (10.0 g,73.0%) as a yellow solid.

References:

BOEHRINGER INGELHEIM INTERNATIONAL GMBH;MADANAHALLI RANGANATH RAO, Jagannath;GURRAM RANGA, Madhavan;PACHIYAPPAN, Shanmugam WO2014/202580, 2014, A1 Location in patent:Page/Page column 100

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