تفاعل #80431

ord-790cf1306ef543e78f50bff6f46bc92a

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
CN(C)C=O
dimethylformamide
Cc1c(SCCCN(CCO)CCO)ccnc1CSc1nc2ccccc2[nH]1
2-((3-methyl-4-(3-(N,N-bis(2-hydroxyethyl)amino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate
  2. 2
    غسيلThe extract was washed with water
  3. 3
    تجفيفdried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONthe solvent was distilled away under reduced pressure
  5. 5
    غسيلeluted 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 (1.52 g) and potassium carbonate (2.0 g). The mixture was stirred at 70°-80° C. for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled away under reduced pressure. The residue was subjected to column chromatography and eluted with chloroform-methanol to give 2-((3-methyl-4-(3-(N,N-bis(2-hydroxyethyl)amino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole as a pale yellow oil.

المصدر

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