반응 #40265

ord-8955fbefec794c7e845c91bc66158cae

반응 방정식

O=Cc1ccc(N(CCO)CCO)cc1
4-[bis(2-hydroxyethyl)-amino]benzaldehyde
Cc1n(CC(=O)NCCSSCCNC(=O)Cn2c(C)[n+](C)c3ccccc32)c2ccccc2[n+]1C.[Cl-].[Cl-]
1,1′-{disulfanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis(2,3-dimethyl-1H-benzimidazol-3-ium) chloride
C[n+]1c(C=Cc2ccc(N(CCO)CCO)cc2)n(CC(=O)NCCSSCCNC(=O)Cn2c(C=Cc3ccc(N(CCO)CCO)cc3)[n+](C)c3ccccc32)c2ccccc21.[Cl-].[Cl-]
orange solid
수율 163.3%
C[n+]1c(C=Cc2ccc(N(CCO)CCO)cc2)n(CC(=O)NCCSSCCNC(=O)Cn2c(C=Cc3ccc(N(CCO)CCO)cc3)[n+](C)c3ccccc32)c2ccccc21.[Cl-].[Cl-]
1,1′-{disulfanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis{2-[2-{4-[bis(2-hydroxyethyl)amino]phenyl}ethenyl]-3-methyl-1H-benzimidazol-3-ium}chloride
수율 163.3%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction mixture was heated
  2. 2
    온도to reflux for 7 h
  3. 3
    온도After cooling
  4. 4
    여과the resulting orange solids were collected by filtration
  5. 5
    세척washed with dichloromethane and methanol

실험 절차

To a stirring solution of 4-[bis(2-hydroxyethyl)-amino]benzaldehyde (1.7 g, 8.1 mmol) and 1,1′-{disulfanediylbis[ethane-2,1-diylimino(2-oxoethane-2,1-diyl)]}bis(2,3-dimethyl-1H-benzimidazol-3-ium) chloride (1.2 g, 2 mmol) in 35 ml of ethanol, 0.5 ml of piperidine was added as a catalyst. The reaction mixture was heated to reflux for 7 h. After cooling, the resulting orange solids were collected by filtration and then washed with dichloromethane and methanol. The drying afforded 1.6 g of a orange solid. Analyses were in accordance with the expected structure.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07727287B2uspto-grants-2010_06