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893761-52-9

N-Isopropylindoline-5-sulfonamide synthesis

2synthesis methods
-

Yield:893761-52-9 45%

Reaction Conditions:

with pyridine in dichloromethane at 20; for 4 h;

Steps:

5-Isopropylaminosulfonyl-2-oxindole

A suspension of 3 g 5-chlorosulfonyl-2-oxindole, 1.15 g isopropylamine and 1.2 mL of pyridine in 50 mL of dichloromethane was stirred at room temperature for 4 hours during which time a white solid formed. The solid was collected by vacuum filtration, slurry-washed with hot ethanol, cooled, collected by vacuum filtration and dried under vacuum at 40° C. overnight to give 1.5 g (45%) of 5-isopropylaminosulfonyl-2-oxindole. 1H NMR (360 MHz, DMSO-d6) δ 10.69 (s, br, 1H, NH), 7.63 (dd, J=2 and 8 Hz, 1H), 7.59 (d, J=2 Hz, 1H), 7.32 (d, J=7 Hz, 1H, NH-SO2-), 6.93 (d, J=8 Hz, 1H), 3.57 (s, 2H), 3.14-3.23 (m, 1H, CH-(CH3)2), 0.94 (d, J=7 Hz, 6H, 2*CH3).

References:

US6878733,2005,B1 Location in patent:Page/Page column 179