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

HRID 1053265ノート

反応式

HRID 1053265 の反応式
[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

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68285447Ethyl 5-(4-chlorophenyl)-4-((dimethylamino)methyl)-3-(4-(N-((dimethylamino)methylene)sulfamoyl)phenyl)thiophene-2-carboxylate2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
75 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ad7dcb8329e944b2a9dc5208f50e845d
出典データセット
uspto-grants-2016_07
特許番号
US09393247B2

反応ノート

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