Potassium Carbonate → 1-[4-(4-Chlorophenyl)-2-(4-acetylaminophenylthio)-n-butyl]imidazole

HRID 463283

反応式

HRID 463283 の反応式
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH:11](OS(C)(=O)=O)[CH2:12][N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:5][CH:4]=1.[C:23]([NH:26][C:27]1[CH:32]=[CH:31][C:30]([SH:33])=[CH:29][CH:28]=1)(=[O:25])[CH3:24].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.CO>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH:11]([S:33][C:30]2[CH:29]=[CH:28][C:27]([NH:26][C:23](=[O:25])[CH3:24])=[CH:32][CH:31]=2)[CH2:12][N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:7][CH:8]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 707774'-MercaptoacetanilideHCID 202825741-[4-(4-Chlorophenyl)-2-(methanesulfonyloxy)-n-butyl]imidazole hydrochloride

生成物 1

HCID 134573281-[4-(4-Chlorophenyl)-2-(4-acetylaminophenylthio)-n-butyl]imidazole収率 84%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 887Methanol溶媒

実験手順

A mixture of 1-[4-(4-chlorophenyl)-2-methanesulfonyloxy-n-butyl]imidazole hydrochloride (2.0 g), 4-acetylaminothiophenol (1.2 g) and anhydrous potassium carbonate (2.0 g) in 30 ml of acetone and 10 ml of methanol was stirred and refluxed overnight under nitrogen. The solvent was evaporated and the residue treated with water (50 ml) and ether (20 ml) and the mixture stirred until crystallization was complete. Filtration of the product and recrystallization from ethyl acetate gave 1.84 g of 1-[4-(4-chlorophenyl)-2-(4-acetylaminophenylthio)-n-butyl]imidazole as a pale cream solid, m.p. 165.5°-166.5° C. B. Similarly, proceeding as above substituting the appropriate thiophenol for 4-acetylaminothiophenol the following compounds are prepared:

後処理

  1. temperaturerefluxed overnight under nitrogen
  2. customThe solvent was evaporated
  3. additionthe residue treated with water (50 ml) and ether (20 ml)
  4. stirringthe mixture stirred until crystallization
  5. filtrationFiltration of the product and recrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-4362c53482164d248c2e5f727147c609
出典データセット
uspto-grants-1985_05
特許番号
US04518607

関連ノート

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