Aniline → 2-Hydroxy-N-phenyl-11H-benzo[A]carbazole-3-carboxamide

HRID 654350Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 654350
OC1[C:3]([C:19]([OH:21])=O)=[CH:4][C:5]2[C:6]([CH:18]=1)=[C:7]1[C:15](=[CH:16][CH:17]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8]1.[NH2:22][C:23]1C=CC=CC=1.P(Cl)(Cl)(Cl)=[O:30].Cl[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1Cl>>[OH:21][C:19]1[C:3]([C:23]([NH:22][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:30])=[CH:4][C:5]2[C:6]([CH:18]=1)=[C:7]1[C:15](=[CH:16][CH:17]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8]1

Komponenten

5

Edukt 4

HCID 6115AnilineHCID 72391,2-DichlorobenzeneHCID 24813Phosphorus oxychlorideHCID 665312-Hydroxy-11H-benzo[a]carbazole-3-carboxylic acid

Produkt 1

HCID 155969922-Hydroxy-N-phenyl-11H-benzo[A]carbazole-3-carboxamide

Versuchsvorschrift

2-Hydroxy-11H-benzo(a)carbazole-3-carboxylic acid (0.5 gram, 1.8 millimoles) was reacted with aniline (0.44 gram, 4.5 millimoles) in 10 milliliters of o-dichlorobenzene in the presence of a condensing reagent, phosphorus oxychloride (0.37 gram, 2.4 millimoles), at reflux under a nitrogen atmosphere. After 5 hours, TLC analysis revealed that the starting acid was consumed, but that no anilide product, 2-hydroxy-11H-benzo(a)carbazole-3-carboxanilide, was formed.

Aufarbeitung

  1. temperatureat reflux under a nitrogen atmosphere
  2. customwas consumed

Quellen und Nachweise

ORD-Eintrag
ord-14423a94ba964f5587f7db69a26a6ddf
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05130443

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