3-Methylbenzoyl chloride → N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-3-methylbenzamide

HRID 28693

Reaktionsgleichung

Reaktionsgleichung von HRID 28693
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH2:15])[CH2:8][CH2:7][CH2:6][C:5]2=1.[C:16]1([CH3:25])[CH:21]=[CH:20][CH:19]=[C:18]([C:22](Cl)=[O:23])[CH:17]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH:15][C:22](=[O:23])[C:18]3[CH:19]=[CH:20][CH:21]=[C:16]([CH3:25])[CH:17]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Komponenten

3

Edukt 2

HCID 743753-Methylbenzoyl chlorideHCID 5978796-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Produkt 1

HCID 11451896N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-3-methylbenzamide

Versuchsvorschrift

N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-3-methylbenzamide was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine and m-toluoyl chloride in a similar manner as described above to give a tan solid (51% yield). 1H-NMR (CDCl3): δ 8.95 (s, 1H), 7.63-7.59 (m, 2H), 7.55 (m, 1H), 7.33 (m, 2H), 7.23 (m, 1H), 7.17 (d, 1H), 6.38 (d, 1H), 5.32 (m, 1H), 2.72 (m, 2H), 2.40 (s, 3H), 2.31 (m, 1H), 1.98 (m, 3H); MS m/z 383 (M−1).

Quellen und Nachweise

ORD-Eintrag
ord-a513f3b988d444b489cf1cd789338c59
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419997B2

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