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4-acetyl-N-methoxybenzenesulfonamide → 4-{3E-[2,4-Dimethoxy-5-(1-methyl-1H-indol-2-yl)phenyl]acryloyl}-N-methoxybenzenesulfonamide

HRID 347347
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HRID 347347 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][O:14][CH3:15])(=[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]([NH:13][O:14][CH3:15])(=[O:12])=[O:11])=[CH:8][CH:9]=1)=[O:3]
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참가 물질

3

반응물 2

HCID 210825254-acetyl-N-methoxybenzenesulfonamideHCID 219810062,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehyde

생성물 1

HCID 113526664-{3E-[2,4-Dimethoxy-5-(1-methyl-1H-indol-2-yl)phenyl]acryloyl}-N-methoxybenzenesulfonamide수율 94%

실험 절차

The title compound was prepared in an analogous way as Ex-1 using 4-acetyl-N-methoxy-benzenesulfonamide (Ex-30A) and 2,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehyde (Ex-15A), 94% yield, yellow solid, mp 214–216° C. 1H-NMR (300 MHz, CDCl3) δ 8.17 (d, J=16 Hz, 1H), 8.11 (d, J=8 Hz, 2H), 8.03 (d, J=8 Hz, 2H), 7.68 (s, 1H), 7.64 (d, J=7 Hz, 1H), 7.48 (d, J=16 Hz, 1H), 7.36 (d, J=8 Hz, 1H), 7.25–7.26 (m, 1H), 7.11–7.16 (m, 2H), 6.59 (s, 1H), 6.50 (s, 1H), 4.03 (s, 3H) 3.90 (s, 3H), 3.84 (s, 3H), 3.58 (s, 3H). MS m/z: 506 ([M]+, 30%), 476 (100%).

출처 및 근거

ORD 기록
ord-50ebff60b5124c2fb050ff8c1b01a7a3
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07173129B2

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