4-Methoxybenzenesulfonyl chloride → N-[4-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-phenyl]-4-methoxy-benzenesulfonamide

HRID 1061338Notes

Reaction equation

HRID 1061338 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[O:4]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][S:26]([C:23]4[CH:22]=[CH:21][C:20]([O:19][CH3:18])=[CH:25][CH:24]=4)(=[O:28])=[O:27])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 222203164-(1,4-Dioxa-8-azaspiro[4.5]decan-8-yl)aniline

Product 1

HCID 22220275N-[4-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-phenyl]-4-methoxy-benzenesulfonamide

Procedure

The title compound was prepared from 4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenylamine (which was obtained in Example 214) and 4-methoxybenzenesulfonyl chloride according to the procedure of Example 215 as a crystalline solid; 1H NMR (300 MHz, DMSO-d6) δ 1.65 (t, J=5.6 Hz, 4H), 3.15 (t, J=5.6 Hz, 4H), 3.79 (s, 3H), 3.88 (s, 4H), 6.79 (d, J=9.0 Hz, 2H), 6.88 (d, J=9.0 Hz, 2H), 7.02 (d, J=9.0Hz, 2H), 7.60 (d, J=9.0Hz, 2H), 9.63 (s, 1H); MS (ES) m/z: 405.3 (MH+); HRMS Calcd. for C20H24N2O5S(M+): 404.1406. Found: 404.1402. Anal. Calcd. for C20H24N2O5S: C, 59.39; H, 5.98; N, 6.93. Found: C, 59.48; H, 6.03; N, 6.85.

Sources & evidence

ORD record
ord-0e6e5cb6e71f44faac910b9a377e2668
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

Loading…