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

HRID 413896노트

반응식

HRID 413896 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.).

후처리

  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.)

출처 및 근거

ORD 기록
ord-eaf992b871da46a58b71d23dbf0e4ab0
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06569890B2

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