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Benzimidazole → 1-(4'-Phenylsulfonylphenyl)benzimidazole

HRID 391612
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HRID 391612 반응식
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1.[H-].[Na+].[C:12]1([S:18]([C:21]2[CH:26]=[CH:25][C:24](Cl)=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C=O)C>[C:12]1([S:18]([C:21]2[CH:26]=[CH:25][C:24]([N:1]3[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=[CH:2]3)=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
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참가 물질

5

반응물 3

HCID 5798BenzimidazoleHCID 6621SulphenoneHCID 24758Sodium hydride2회

생성물 1

HCID 668793591-(4'-Phenylsulfonylphenyl)benzimidazole수율 91%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a solution of benzimidazole (11.8 g, 0.10 mol) in DMF (500 ml), is added, at room temperature under nitrogen, sodium hydride (60% in mineral oil, 4.4 g, 0.11 mol), and the mixture is stirred for 10 min. The mixture is admixed with 4-chlorophenyl phenyl sulfone (26.1 g, 0.10 mol) and stirred at 100° C. for 16 h. After again adding sodium hydride (60% in mineral oil, 2.0 g, 0.05 mol) at room temperature, the mixture is stirred at 130° C. for 16 h. After cooling to room temperature, the mixture is added to ice-water. Precipitated product is filtered off and washed with water. Yield: 91%.

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationPrecipitated product is filtered off
  3. washwashed with water

출처 및 근거

ORD 기록
ord-103c94644465470c94337645ee1c5580
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08384068B2

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