Methanol → 1-[2-(4-chlorophenyl)-1-[4-(methylsulfonyl)phenyl]-1H-imidazol-4-yl]-1-ethanone

HRID 1166399노트

반응식

HRID 1166399 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:22]3[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=3)[CH:10]=[C:11]([CH2:13][O:14]C3C=CC(C)=CC=3)[N:12]=2)=[CH:4][CH:3]=1.[CH3:32]O>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]([C:22]3[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=3)[CH:10]=[C:11]([C:13](=[O:14])[CH3:32])[N:12]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 229977132-(4-chlorophenyl)-4-[(4-methylphenoxy)methyl]-1-[4-(methylsulfonyl)phenyl]-1H-imidazole

생성물 1

HCID 229977331-[2-(4-chlorophenyl)-1-[4-(methylsulfonyl)phenyl]-1H-imidazol-4-yl]-1-ethanone

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

A suspension of ethyl [2-(4-chlorophenyl)-1-[4-(methylsulfonyl)phenyl]-1H-imidazol-4-yl] carboxylate (Example 159) (929 mg, 2.29 mmol) in 16 ml of methanol and 16 ml of 1N aqueous sodium hydroxide was stirred at reflux for one hour. After cooling, the mixture was concentrated, water was added, and the resulting mixture was acidified with acetic acid. The mixture was extracted with dichloromethane, and the combined organic extracts were dried over sodium sulfate, filtered, and evaporated. Acetic acid was removed by azeotropic distillation with toluene to give the title compound, 520 mg, as a white crystalline solid: mp (DSC) 121° C. Anal. Calc'd. for C17H13ClN2O4S.H2O (MW 394.83): C, 51.71; H, 3.32; N, 7.10. Found: C, 51.89; H, 3.29; N, 6.97.

후처리

  1. temperatureat reflux for one hour
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated
  4. additionwater was added
  5. extractionThe mixture was extracted with dichloromethane
  6. dry with materialthe combined organic extracts were dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated
  9. customAcetic acid was removed by azeotropic distillation with toluene

출처 및 근거

ORD 기록
ord-a4c2285050f246bcbcc8cb7092468c68
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613789B2

반응 노트

불러오는 중…