반응 #80429

ord-859bedd244794340b240a80076a55878

반응 방정식

O
water
OCCBr
ethylene bromohydrin
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1c(SCCCN)ccnc1CSc1nc2ccccc2[nH]1
2-((3-Methyl-4-(3-aminopropylthio)-2-pyridyl)methylthio)1H-benzimidazole
Cc1c(SCCCNCCO)ccnc1CSc1nc2ccccc2[nH]1
2-((3-methyl-4-(3-(2-hydroxyethylamino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ethyl acetate
  2. 2
    건조The extract was dried over anhydrous magnesium sulfate
  3. 3
    workup.DISTILLATIONthe solvent was distilled away under reduced pressure
  4. 4
    추출extracted with chloroform-methanol

실험 절차

2-((3-Methyl-4-(3-aminopropylthio)-2-pyridyl)methylthio)1H-benzimidazole (2.0 g) was dissolved in dimethylformamide (20 ml) and thereto were added ethylene bromohydrin (0.83 g) and potassium carbonate (1.25 g). The mixture was stirred at 60°-70° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled away under reduced pressure. The residue was subjected to column chromatography and extracted with chloroform-methanol to give 2-((3-methyl-4-(3-(2-hydroxyethylamino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05616581uspto-grants-1997_04