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1-Heptyl-1H-imidazole → 1-[3-((2,6-Dimethylphenyl)sulfamoyl)propyl]-3-heptylimidazolium chloride

HRID 1789466
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HRID 1789466 반응식
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Cl:13][CH2:14][CH2:15][CH2:16][S:17]([NH:20][C:21]1[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:28])(=[O:19])=[O:18]>O>[Cl-:13].[CH3:28][C:22]1[CH:23]=[CH:24][CH:25]=[C:26]([CH3:27])[C:21]=1[NH:20][S:17]([CH2:16][CH2:15][CH2:14][N+:10]1[CH:11]=[CH:12][N:8]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH:9]=1)(=[O:19])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1866691-Heptyl-1H-imidazoleHCID 201883713-chloro-N-(2,6-dimethylphenyl)propanesulfonamide

생성물 1

HCID 867410301-[3-((2,6-Dimethylphenyl)sulfamoyl)propyl]-3-heptylimidazolium chloride

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Combine 15.0 g (0.0919 mole) 1-heptyl-1H-imidazole and 25.5 g (0.0974 mole) 3-chloro-N-(2,6-dimethylphenyl)propanesulfonamide and heat for about 24 hours at 130° C. Follow the progress of the reaction by thin-layer chromatography on silica gel (acetonitrile: ammonium hydroxide, 9:1). At the completion of the reaction, dissolve the resulting cooled oil in 500 ml H2O. Extract the resultant solution with 6×500 ml hexane. Extract aqueous layer with 3×500 ml CH2Cl2. Wash combined CH2Cl2 layers 1×250 ml saturated NaCl solution. Dry the methylene chloride solution over Na2SO4. Evaporate the CH2Cl2 to provide the title compound as an oil. Triturate the oil with Et2O to provide solid. Recrystallize by dissolving the solid in a minimum of hot acetone. Seed and chill the solution to provide white crystals.

후처리

  1. customthe progress of the reaction by thin-layer chromatography on silica gel (acetonitrile: ammonium hydroxide, 9:1)
  2. customAt the completion of the reaction
  3. dissolutiondissolve the resulting
  4. extractionExtract the resultant solution with 6×500 ml hexane
  5. washWash
  6. dry with materialDry the methylene chloride solution over Na2SO4
  7. customEvaporate the CH2Cl2

출처 및 근거

ORD 기록
ord-4ca4ceb16eef4cdaa4b6731e37e52fb8
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04689341

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