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Synthesis of 1<Emphasis Type="Italic">H</Emphasis>-1,3-benzimidazoles,benzothiazoles and 3<Emphasis Type="Italic">H</Emphasis>-imidazo[4,5-c]pyridine using DMF in the presence of HMDS as a reagent under the transition-metal-free condition
Authors:Hamid Mostafavi  Mohammad Reza Islami  Ehsan Ghonchepour  Ahmad Momeni Tikdari
Institution:1.Chemistry Department,Shahid Bahonar University of Kerman,Kerman,Iran;2.Kerman Agricultural and Natural Resource Research and Education Center, (AREEO),Kerman,Iran
Abstract:An operationally simple method for synthesis of benzimidazole and 3H-imidazo4,5-c]pyridine from o-phenylenediamine or pyridine-3, 4-diamine and N,N-dimethylformamide (DMF) in the presence of hexamethyldisilazane (HMDS) as a reagent is described. To evaluate the scope of application of this reagent, it was also used to prepare benzothiazole, 1H-perimidine, and benzoxazole, which was successful for benzothiazole and 1H-perimidine but benzoxazole was not formed. This reaction complies with the principles of green chemistry as it does not use toxic solvents, transition metals, or strong acids. The products are obtained in moderate to excellent yields.
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