N,N-Dimethylindoline-5-Sulfonamide → 1-{[3-Chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetyl}-N,N-dimethylindoline-5-sulfonamide

Participants

Reaction Steps

41 mg (0.115 mmol) of [3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetyl chloride (5-4) and 26 mg (0.115 mmol) of N,N-dimethylindoline-5-sulfonamide (23-1) were refluxed in benzene. When the reaction was complete the benzene was evaporated off and the residue was purified on a silica column eluted with EtOAc:hexanes (3:97 to 1:1). Recovered the desired compound 23-2. HRMS: measured 546.0665; theoretical 546.0652. 1H NMR (CDCl3): 2.70 (s, 6H), 3.35 (t, 2H), 4.23 (t, 2H), 4.78 (bs, 2H), 6.59 (t, 1H), 6.68 (t, 1H), 6.83 (m, 1H), 7.15 (m, 1H), 7.24 (m, 1H), 7.39 (m, 1H), 7.63 (bs, 1H), 7.66 (bd, 1H), 8.34 (bd, 1H).

Provenance & Evidence