Author/Authors :
Mahdavi, Behnam hakim sabzevari university - Faculty of Sciences - Department of Chemistry, سبزوار, ايران , Rahimizadeh, Mohammad ferdowsi university of mashhad - Faculty of Sciences - Department of Chemistry, مشهد, ايران , Bakavoli, Mehdi ferdowsi university of mashhad - Faculty of Sciences - Department of Chemistry, مشهد, ايران , Rezaei-Seresht, Esmail hakim sabzevari university - Faculty of Sciences - Department of Chemistry, سبزوار, ايران , Fatemi, Mohammad Azad University of Mashhad - Faculty of Sciences - Department of Chemistry, ايران
Abstract :
Acid-catalyzed cyclocondensation of 2-chloroacetic acid and 2-chloropropionic acid with somesubstituted o-phenylenediamines afforded the corresponding 2-(1-chloroalkyl)benzimidazoles.Upon treatment with hydrazine hydrate, in order to obtain hydrazine-containing compounds assuitable precursors for construction of new heterocyclic systems, the latter compoundsunderwent an overall unexpected reduction of the C-Cl bond to C-H bond in a sequence of SN2 followed by bonds (atom) rearrangment to furnish 2-alkylbenzimidazoles.
Keywords :
Reduction , Hydrazine , Diimide , o , Phenylenediamines , 2 , alkylbenzimidazoles
