3-Aminobenzamide → 1-(3-Carbamoylphenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

HRID 413895

Reaktionsgleichung

Reaktionsgleichung von HRID 413895
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].[CH2:11]([O:13][C:14](=[O:28])[CH:15]([CH2:19][C:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:16](=O)[CH3:17])[CH3:12].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:19]=[C:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:1]([C:2]2[CH:10]=[CH:9][CH:8]=[C:4]([C:5](=[O:6])[NH2:7])[CH:3]=2)[C:16]=1[CH3:17])=[O:28])[CH3:12]

Komponenten

5

Edukt 3

HCID 16453-AminobenzamideHCID 6101p-Toluenesulfonic acidHCID 312893Ethyl 2-acetyl-4-oxo-4-phenylbutanoate

Produkt 1

HCID 99462861-(3-Carbamoylphenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-Aminobenzamide (5 mmol, 1.0 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting precipitate was filtered from the mixture, then washed with ethanol. The white solid product was used without further purification (m.p. 237.8° C.-238.8° C.).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. filtrationThe resulting precipitate was filtered from the mixture
  4. washwashed with ethanol
  5. customThe white solid product was used without further purification (m.p. 237.8° C.-238.8° C.)

Quellen und Nachweise

ORD-Eintrag
ord-1d32df0d2eae4b4b8b85a740ee769bc0
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569890B2

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