Investigation of the reactivity of (1<i>H</i>-benzo[<i>d</i>]imidazol-2-yl)acetonitrile and (benzo[<i>d</i>]thiazol-2-yl)acetonitrile as precursors for novel bis(benzo[4,5]imidazo[1,2-<i>a</i>]pyridines) and bis(benzo[4,5]thiazolo[3,2-<i>a</i>]pyridines)
Ahmed F. Darweesh, Nesma A. Abd El-Fatah, Ismail A. Abdelhamid, Ahmed H. M. Elwahy, Mostafa E. Salem
Abstract
A synthesis of novel bis(benzo[4,5]imidazo[1,2-a]pyridines) via the reaction of the appropriate bis(aldehyde) with 2-(1H-benzo[d]imidazol-2-yl)acetonitrile and malononitrile in ethanol at reflux in the presence of piperidine was reported. On the other hand, attempted synthesis of bis(benzo[4,5]thiazolo[3,2-a]pyridines) by a three-component reaction of the appropriate bis-aldehyde with malononitrile and (benzo[d]thiazol-2-yl)acetonitrile under similar reaction conditions was unsuccessful. The reactions gave instead the corresponding novel bis(benzo[d]thiazol-2-yl)acrylonitriles.
Topics & Concepts
ChemistryMalononitrileAcetonitrilePiperidineAldehydeReactivity (psychology)Medicinal chemistryEthanolStereochemistryOrganic chemistryCatalysisPathologyMedicineAlternative medicineSynthesis and biological activityMulticomponent Synthesis of HeterocyclesSynthesis and Reactivity of Heterocycles