4-Acetylbenzenesulphonamide → 4-{3E-[4-Methoxy-2-(3-morpholin-4-yl-propoxy)-5-thiophen-2-yl-phenyl]-acryloyl}-benzenesulfonamide

HRID 10708

Reaktionsgleichung

Reaktionsgleichung von HRID 10708
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:14][O:15][C:16]1[C:23]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)=[CH:22][C:19]([CH:20]=O)=[C:18]([O:29][CH2:30][CH2:31][CH2:32][N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[CH:17]=1>>[CH3:14][O:15][C:16]1[C:23]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)=[CH:22][C:19](/[CH:20]=[CH:2]/[C:1]([C:4]2[CH:5]=[CH:6][C:7]([S:10]([NH2:13])(=[O:11])=[O:12])=[CH:8][CH:9]=2)=[O:3])=[C:18]([O:29][CH2:30][CH2:31][CH2:32][N:33]2[CH2:34][CH2:35][O:36][CH2:37][CH2:38]2)[CH:17]=1

Komponenten

3

Edukt 2

HCID 740654-AcetylbenzenesulphonamideHCID 161157624-Methoxy-2-(3-morpholin-4-yl-propoxy)-5-thiophen-2-yl-benzaldehyde

Produkt 1

HCID 103473064-{3E-[4-Methoxy-2-(3-morpholin-4-yl-propoxy)-5-thiophen-2-yl-phenyl]-acryloyl}-benzenesulfonamideAusbeute 48 %

Versuchsvorschrift

The title compound was prepared by condensing 4-acetyl-benzenesulfonamide (Ex-26A) and 4-methoxy-2-(3-morpholin-4-yl-propoxy)-5-thiophen-2-yl-benzaldehyde (Ex-66A) in a similar manner as described in Ex-22. Yellow solid, 48% yield, mp 193–196° C. 1H-NMR (DMSO-d6) δ 8.24 (m, 3H), 8.06 (s, 1H), 7.96 (d, 2H), 7.89 (d, 1H), 7.63 (d, 1H), 7.51 (m, 1H), 7.10 (dd, J=3, 4 Hz, 1H), 6.81 (s, 1H), 4.23 (t, 2H), 3.98 (s, 3H), 3.55 (t, 4H), 2.47 (m, 2H), 2.35 (t, 4H), 1.98 (q, 2H). MS m/z=542 ([M]+, 38%), 100 (100%). Anal. calculated for C27H30N2O6S2.3/5H2O: C, 58.59; H, 5.68; S, 11.59; found C, 58.59,H: 5.55, S, 11.40.

Quellen und Nachweise

ORD-Eintrag
ord-178f6ebd329648339b15e43e2c88429b
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094801B2

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