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Benzimidazole, 2-butyl- → 2-n-Butyl-1-{(5'-chloro-2'-cyanobiphenyl-4-yl)methyl]benzimidazole

HRID 1728575
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HRID 1728575 반응식
[CH2:1]([C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)[CH2:2][CH2:3][CH3:4].[H-].[Na+].Br[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:25]=2[C:26]#[N:27])=[CH:20][CH:19]=1>CN(C)C=O>[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:25]=3[C:26]#[N:27])=[CH:20][CH:19]=2)[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)[CH2:2][CH2:3][CH3:4]
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참가 물질

5

반응물 3

HCID 22122Benzimidazole, 2-butyl-HCID 24758Sodium hydrideHCID 224180002-(4-Bromomethylphenyl)4-chlorobenzonitrile

생성물 1

HCID 224180032-n-Butyl-1-{(5'-chloro-2'-cyanobiphenyl-4-yl)methyl]benzimidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

522 g of 2-n-butylbenzimidazole was dissolved in 10 ml of dimethylformamide and dropwise added to 130 g of sodium hydride. The mixture was stirred at room temperature for 30 min, and 920 mg of 2-(4-bromomethylphenyl)-4-chlorobenzonitrile dissolved in 10 ml of dimethylformamide was dropwise added thereto. The mixture was stirred at room temperature for 10 min, and the reaction mixture was filtered. The filtrate was concentrated and water and ethyl acetate were added to the residue. The organic phase was separated, dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by column chromatography (chloroform:ethanol=98:2) (yield: 1.12 g) .

후처리

  1. additionwas dropwise added
  2. stirringThe mixture was stirred at room temperature for 10 min
  3. filtrationthe reaction mixture was filtered
  4. concentrationThe filtrate was concentrated
  5. additionwater and ethyl acetate were added to the residue
  6. customThe organic phase was separated
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue was purified by column chromatography (chloroform:ethanol=98:2) (yield: 1.12 g)

출처 및 근거

ORD 기록
ord-26b3a4271bee44c092e03c5f4b324f48
출처 데이터셋
uspto-grants-1994_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05328911

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