반응 #80430

ord-4229e462707d4e41a83e8a842a37cdb3

반응 방정식

O
water
OCCBr
ethylene bromohydrin
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1c(SCCN)ccnc1CSc1nc2ccccc2[nH]1
2-((3-Methyl-4-(2-aminoethylthio)-2-pyridyl)methylthio)-1H-benzimidazole
CN(C)C=O
dimethylformamide
Cc1c(SCCN(CCO)CCO)ccnc1CSc1nc2ccccc2[nH]1
2-((3-methyl-4-(2-(N,N-bis(2-hydroxyethyl)amino)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ethyl acetate
  2. 2
    세척The extract was washed with water
  3. 3
    건조dried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONthe solvent was distilled away under reduced pressure
  5. 5
    세척eluted with chloroform-methanol

실험 절차

2-((3-Methyl-4-(2-aminoethylthio)-2-pyridyl)methylthio)-1H-benzimidazole (2.0 g) was dissolved in dimethylformamide (20 ml) and thereto were added ethylene bromohydrin (1.59 g) and potassium carbonate (2.1 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-(2-(N,N-bis(2-hydroxyethyl)amino)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole as a pale yellow oil.

출처

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