N-Acetylsulfanilyl chloride → N-{4-[2-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-phenylsulfamoyl]-phenyl]-acetamide

Participants

Reaction Steps

The title compound was prepared from 2-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenylamine hydrochloride (which was obtained in Example 220) and N-acetylsulfanilyl chloride according to the procedure of Example 215 as a crystalline solid; 1H NMR (300 MHz, DMSO-d6) δ 1.73 (t, J=5.4 Hz, 4 H), 2.73 (t, J=5.4 Hz, 4 H), 3.33 (s, 4 H), 3.89 (s, 3 H), 7.00–7.10 (m, 2 H), 7.10–7.20 (m, 1 H), 7.30–7.40 (m, 1 H), 7.67 (d, J=9.3 Hz, 2 H), 7.71 (d, J=9.3 Hz, 2 H), 8.79 (s, 1 H), 10.29 (s, 1 H); MS (ES) m/z: 432.2 (MH+); HRMS Calcd. for C21H26N3O5S (MH+): 432.1593. Found: 432.1597. Anal. Calcd. for C21N25N3O5S: C, 58.45; H, 5.84; N, 9.74. Found: C, 58.41; H, 5.83; N, 9.72.

Provenance & Evidence