تفاعل #80429

ord-859bedd244794340b240a80076a55878

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05616581uspto-grants-1997_04