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ChemicalBook CAS DataBase List N-(5-bromopyridin-2-yl)-4-methylbenzenesulfonamide

N-(5-bromopyridin-2-yl)-4-methylbenzenesulfonamide synthesis

2synthesis methods
-

Yield:207801-52-3 100%

Reaction Conditions:

with pyridine at 0 - 90;

Steps:

4.1

Step 1) Formation of N-(5-bromopyridin-2-yl)-4-methylbenzenesulfonamideTo a solution of 2-amino-5-bromopyridine (40 g, 0.23 mol) in anhydrous pyridine (240 ml_), was slowly added tosyl chloride (53 g, 0.28 mol) at 00C. The reaction mixture was then heated at 900C for 16 hours. Pyridine was removed under reduced pressure and water (500 ml.) was added. The resulting mixture was stirred for 30 min at RT and filtered off to give the title compound as an off-white solid (77.0 g, quantitative). 1H-NMR (DMSO-d6, 400 MHz) δ 1 1.24 (brs, 1 H), 8.26 (d, 1 H), 7.89 (m, 1 H), 7.74 (m, 2H), 7.35 (m, 2H), 7.02 (d, 1 H), 2.36 (s, 3H).

References:

WO2010/100144,2010,A1 Location in patent:Page/Page column 103