Abstract
Condensation of o-phenylenediamine with 5-chloro-, 5-bromo-, and 5-iodofurfural under Weidenhagen reaction conditions gives the corresponding 2-(5′-halogenofuryl-2′)benzimidazoles. Reaction of the latter with dimethylbenzylphenylammonium chloride gives 1-benzyl derivatives, characterized as the methiodides. In these compounds the halogen is mobile and can be replaced by a N-piperidyl group.
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Pozharskii, F.T., Bukhaeva, V.T. & Simonov, A.M. Synthesis of 2-(5′-halogenofuryl-2′)benzimidazoles. Chem Heterocycl Compd 3, 718–719 (1967). https://doi.org/10.1007/BF00468357
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DOI: https://doi.org/10.1007/BF00468357