Hydrochloric Acid → 5-(4-Chlorophenyl)-4-((dimethylamino)methyl)-3-(4sulfamoylphenyl) thiophene-2-carboxylic acid

HRID 1053265노트

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HRID 1053265 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([O:15]CC)=[O:14])=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([S:24](=[O:31])(=[O:30])[N:25]=CN(C)C)=[CH:20][CH:19]=3)[C:9]=2[CH2:32][N:33]([CH3:35])[CH3:34])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([C:13]([OH:15])=[O:14])=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([S:24](=[O:30])(=[O:31])[NH2:25])=[CH:20][CH:19]=3)[C:9]=2[CH2:32][N:33]([CH3:35])[CH3:34])=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68285447Ethyl 5-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-(4-(N-((dimethylamino)methylene)sulfamoyl)phenyl)thiophene-2-carboxylate2회

생성물 1

HCID 682862315-(4-Chlorophenyl)-4-((dimethylamino)methyl)-3-(4sulfamoylphenyl) thiophene-2-carboxylic acid수율 94.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

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온도
75 °C

실험 절차

Ethyl 5-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-(4-(N-((dimethylamino)methylene)sulfamoyl)phenyl)thiophene-2-carboxylate (compound 35c, 1.0 g, 1.87 mmol) was suspended in ethanol (20 ml) and a solution of NaOH (0.37 g, 9.36 mmol) in water (2 ml) was added to it at 25° C. The reaction mixture was heated at 75° C. under stirring for 2 hr. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated under reduced pressure. The residue so obtained was then diluted with water (5 ml) and cooled using ice bath. To the cooled mixture was then added aqueous 10% HCl to bring pH of the mixture to between 5 and 6. The resulting solid was filtered and dried under reduced pressure to obtain the title compound (0.8 g, 94.78%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue so obtained
  3. temperaturecooled
  4. filtrationThe resulting solid was filtered
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-ad7dcb8329e944b2a9dc5208f50e845d
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09393247B2

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