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

HRID 65244노트

반응식

HRID 65244 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 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-41969ff810974d79848dd8f589f1f22c
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04613609

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