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

HRID 842184

Reaktionsgleichung

Reaktionsgleichung von HRID 842184
[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-73c5fb46af684ac0bc7b85342b24b8d8
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06372777B1

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