Sodium Hydroxide → 5-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

HRID 856741노트

반응식

HRID 856741 반응식
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].Cl.Cl[CH2:18][C:19]1[N:23]([CH2:24][CH2:25][CH3:26])[CH:22]=[N:21][CH:20]=1>C(O)C>[N+:11]([C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([S:1][CH2:18][C:19]3[N:23]([CH2:24][CH2:25][CH3:26])[CH:22]=[N:21][CH:20]=3)[NH:3][C:4]=2[CH:10]=1)([O-:13])=[O:12]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 229386165-(chloromethyl)-1-propyl-1H-imidazole hydrochlorideHCID 178526473HCID 178526473, 화합물

생성물 1

HCID 229387045-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole수율 49.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-mercapto-5-nitrobenzimidazole (2.0 g) was dissolved in ethanol (20 ml), 3N sodium hydroxide (8.2 ml) was added to the mixture, 5-chloromethyl-1-propylimidazole hydrochloride (2.2 g) was added to the mixture, and the mixture was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, and to the obtained residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 5-nitro-2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole (1.6 g).

후처리

  1. additionwas added to the mixture
  2. customThe solvent was removed under reduced pressure
  3. additionto the obtained residue was added water
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-18636e1d77a449fe838c293fca58ea79
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262185B2

반응 노트

불러오는 중…