4-Methyl-8-quinoxalinesulfonyl Chloride synthesis

Yield:13982-84-8 70.23%

Reaction Conditions:

with chlorosulfonic acid at 0 - 110; for 3 h;

Steps:

D D. 4-Methylquinoline-8-sulfonyl chloride

4-Methyl quinoline (1.0 g, 0.00699 mol, 1.0 eq) was added drop wise to chlorosulphonic acid (10 mL, 10 vol) in a dry round bottomed flask at 0°C and the mixture heated at 110°C for 3 h while monitoring by TLC. After completion of starting material, the mixture was poured in ice cold water and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with water (20 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated to obtain crude product. The resulting crude was purified by Combiflash column chromatography with 20% EtOAc in hexane as eluting solvent to obtain compound 4-methylquinoline-8-sulfonyl chloride (1.18 g, 70.23 %) as white solid.

References:

WO2015/38417,2015,A1 Location in patent:Page/Page column 88