Hydrochloric Acid → HCID 68285893、化合物

HRID 1053302ノート

反応式

HRID 1053302 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:27])(=[O:26])[NH2:25])=[C:20]([CH3:28])[CH:19]=3)[C:9]=2[CH3:29])=[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:27])(=[O:26])[NH2:25])=[C:20]([CH3:28])[CH:19]=3)[C:9]=2[CH3:29])=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68285619HCID 68285619、化合物

生成物 1

HCID 68285893HCID 68285893、化合物収率 94.4%

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-methyl-3-(3-methyl-4-sulfamoylphenyl)thiophene-2-carboxylate (41c, 0.6 g, 1.33 mmol) was suspended in ethanol (20 ml) and a solution of sodiumhydroxide (0.1 g, 2.66 mmol) in water (2 ml] was added to it at 25° C. The reaction mixture was then heated at 75° C. under stirring for 2 hours. 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 the mixture was cooled using ice bath. To the cooled mixture was added 10% aqueous HCl to bring the pH of the mixture between about 5 and 6. The mixture was then extracted with ethyl acetate (2×35 ml). The combined organic layer was then dried over anhydrous Na2SO4. The solvent was evaporated from the dried organic layer under reduced pressure to obtain the title compound (0.53 g, 94%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue so obtained
  3. temperaturethe mixture was cooled
  4. extractionThe mixture was then extracted with ethyl acetate (2×35 ml)
  5. dry with materialThe combined organic layer was then dried over anhydrous Na2SO4
  6. customThe solvent was evaporated from the dried organic layer under reduced pressure

出典と根拠

ORDレコード
ord-acfb0b6444bc4c30b5ccb29cc7e537e6
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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