ChemicalBook CAS DataBase List 6-Bromonicotinic acid

6-Bromonicotinic acid synthesis

6synthesis methods

Product Name:6-Bromonicotinic acid
CAS Number:6311-35-9
Molecular formula:C6H4BrNO2
Molecular Weight:202.01

3510-66-5 Synthesis

3510-66-5
476 suppliers
$5.00/5g

6311-35-9
373 suppliers
$15.00/1g

Yield:6311-35-9 44%

Reaction Conditions:

with potassium permanganate;Aliquat 336 in water at 110; for 2.5 h;

Steps:

22.1 (Step 1) 6-Bromonicotinic acid

After dissolving 2-bromo-5-picoline (100 g, 0.291 mol) in 1000 ml of water, Aliquat336 (2 ml) was added, and then potassium permanganate (251 g, 0.797 mol) was gradually added over a period of 1 hour and 30 minutes while stirring at 110°C. This mixture was further stirred for an hour, the reaction mixture was filtered through celite without cooling and washed with water, and the filtrate was concentrated to approximately half volume under reduced pressure. After adding 48% hydrobromic acid (～300 ml), the precipitated crystals were filtered, washed with water and dried to yield the title compound (white crystals 52 g, 44%).1H-NMR(CDCl3)δ(ppm) 7.64(1H,d,J=8.0Hz), 8.08(1H,d,J=8.0Hz), 9.03(1H,s).

References:

EP1391451,2004,A1 Location in patent:Page 143

26218-78-0 Synthesis