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

HRID 413896ノート

反応式

HRID 413896 の反応式
[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]([C:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:16][C:17](=O)[CH3:18])[CH3:12].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:16]=[C:17]([CH3:18])[N:1]([C:2]2[CH:10]=[CH:9][CH:8]=[C:4]([C:5](=[O:6])[NH2:7])[CH:3]=2)[C:20]=1[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:28])[CH3:12]

参加物

5

反応物 3

HCID 16453-AminobenzamideHCID 6101p-Toluenesulfonic acidHCID 14689358Ethyl 2-benzoyl-4-oxopentanoate

生成物 1

HCID 101547701-(3-Carbamoylphenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-Aminobenzamide (5 mmol, 1.0 g), 2-benzoyl-4-oxo-pentanoic 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 reaction mixture, then washed with ethanol. The tan solid product was used without further purification (m.p. 208.9° C.-210.3° C.).

後処理

  1. temperatureheated
  2. temperatureunder reflux
  3. filtrationThe resulting precipitate was filtered from the reaction mixture
  4. washwashed with ethanol
  5. customThe tan solid product was used without further purification (m.p. 208.9° C.-210.3° C.)

出典と根拠

ORDレコード
ord-eaf992b871da46a58b71d23dbf0e4ab0
出典データセット
uspto-grants-2003_05
特許番号
US06569890B2

反応ノート

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