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

HRID 463283

반응식

HRID 463283 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 887Methanol용매

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-4362c53482164d248c2e5f727147c609
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04518607

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