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Hydrochloric Acid → 2-[4-(4-Acetyl-3-hydroxy-2-propylphenylthio)butylthio]benzimidazole-5-carboxylic acid

HRID 2165941
ノート
印刷プレビュー

反応式

HRID 2165941 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][S:15][C:16]2[NH:17][C:18]3[CH:24]=[C:23]([C:25]([O:27]CC)=[O:26])[CH:22]=[CH:21][C:19]=3[N:20]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2].O1CCOCC1.[OH-].[Na+].Cl>O>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][S:15][C:16]2[NH:17][C:18]3[CH:24]=[C:23]([C:25]([OH:27])=[O:26])[CH:22]=[CH:21][C:19]=3[N:20]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 23042700Ethyl 2-[4-(4-acetyl-3-hydroxy-2-propylphenylthio)butylthio]benzimidazole-5-carboxylate

生成物 1

HCID 146280732-[4-(4-Acetyl-3-hydroxy-2-propylphenylthio)butylthio]benzimidazole-5-carboxylic acid収率 64.5%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
60 °C

実験手順

A mixture of ethyl 2-[4-(4-acetyl-3-hydroxy-2-propylphenylthio)butylthio]benzimidazole-5-carboxylate (2.50 g), 1,4-dioxane (30 ml) and sodium hydroxide (1.03 g) in water (30 ml) was stirred at 60 ° C. for 2 hours. This mixture was poured into ice-water, made acidic with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated. The resulting residue was purified by silica gel column chromatography, eluting with dichloromethane-methanol (10:1), to give the title compound (1.52 g, 64.5 %) as yellow crystals, mp 90-95° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe resulting residue was purified by silica gel column chromatography
  6. washeluting with dichloromethane-methanol (10:1)

出典と根拠

ORDレコード
ord-9ee0480b8dd148b2a130feb0005107be
出典データセット
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04942245

反応ノート

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