4-acetyl-N,N-dimethylbenzene-1-sulfonamide → HCID 11168050, Verbindung

HRID 347348

Reaktionsgleichung

Reaktionsgleichung von HRID 347348
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([C:28]2[N:29]([CH3:37])[C:30]3[C:35]([CH:36]=2)=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:22][C:19]=1[CH:20]=O>>[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([C:28]2[N:29]([CH3:37])[C:30]3[C:35]([CH:36]=2)=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:22][C:19]=1/[CH:20]=[CH:2]/[C:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([N:13]([CH3:14])[CH3:15])(=[O:12])=[O:11])=[CH:8][CH:9]=1)=[O:3]

Komponenten

3

Edukt 2

HCID 20640414-acetyl-N,N-dimethylbenzene-1-sulfonamideHCID 219810062,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehyde

Produkt 1

HCID 11168050HCID 11168050, VerbindungAusbeute 64 %

Versuchsvorschrift

The title compound was prepared in an analogous manner as Ex-1 using 4-acetyl-N,N-dimethyl-benzenesulfonamide (Ex-31A) and 2,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehyde (Ex-15A), 64% yield, yellow solid, mp 120–122° C. 1H-NMR (300 MHz, CDCl3) δ 8.18 (d, J=16 Hz, 1H), 8.12 (d, J=8 Hz, 2H), 7.88 (d, J=8 Hz, 2H), 7.69 (s, 1H), 7.64 (d, J=8 Hz, 1H), 7.48 (d, J=16 Hz, 1H), 7.36 (d, J=8 Hz, 1H), 7.22–7.27 (m, 1H), 7.11–7.16 (m, 1H), 6.59 (s, 1H), 6.50 (s, 1H), 4.11 (s, 3H), 3.90 (s, 3H), 3.59 (s, 3H), 2.74 (s, 6H). HRMS (ESI) Calcd. for C28H28N2O5S: 505.1797 (M+H)+; Found: 505.1797.

Quellen und Nachweise

ORD-Eintrag
ord-3e487494273b4d3d8d17659020a2acf3
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07173129B2

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