Substituted benzimidazoles have numerous pharmacological uses.  Benzimidazolium salts have many important uses, including as room temperature ionic liquids and as antitumor and other pharmacological agents. Our work has focused on the synthesis and structural characterization of benzimidazole derivatives obtained from the reaction of 1,2-diaminobenzene with 2-furaldehyde. The benzimidazole derivatives synthesized were analyzed using 1-D and 2-D NMR spectroscopy and X-Ray crystallography. The major product as determined by NMR analysis is 2-(furan-2-yl)-1-(furan-2-ylmethyl)-benzimidazole, in which 2-furaldehyde reacts in a two to one ratio with 1,2-diaminobenzene to produce a benzimidazole derivative with two covalently attached furan rings. A minor product, 1,3-bis(2-furanylmethyl)-2-(2-furanyl)benzimidazolium chloride monohydrate, in which 2-furaldehyde reacts in a three to one ratio with 1,2-diaminobenzene to produce a benzimidazole derivative with three covalently attached furan rings, is also obtained.  The latter compound has been fully characterized by X-ray crystallography.  The synthetic and structural results of this and other benzimidazole derivatives will be presented.

Synthesis and characterization of novel benzimidazole-furan derivatives

245th National Meeting (2013)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.