Application of novel nanostructured dinitropyrazine molten salt catalyst for the synthesis of sulfanylpyridines via anomeric based oxidation |
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| Authors: | Mohammad Ali Zolfigol Maliheh Safaiee Bahar Ebrahimghasri Saeed Baghery Saied Alaie Mahya Kiafar Avat Taherpour Yadollah Bayat Asiye Asgari |
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| Institution: | 1.Department of Organic Chemistry, Faculty of Chemistry,Bu-Ali Sina University,Hamedan,Iran;2.Department of Medicinal Plants Production,Nahavand University,Nahavand,Iran;3.Department of Organic Chemistry,Razi University,Kermanshah,Iran;4.Medical Biology Research Center,Kermanshah University of Medical Sciences,Kermanshah,Iran;5.Faculty of Chemistry and Chemical Engineering,Malek Ashtar University of Technology,Tehran,Iran |
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| Abstract: | 1,4-Dinitropyrazine-1,4-diium trinitromethanide {1,4-pyrazine-NO2]C(NO2)3]2} as a novel nanostructured molten salt (NMS) catalyzed the synthesis of 2-amino-3,5-dicarbonitrile-6-sulfanylpyridine derivatives via the one-pot three-component condensation reaction between several aromatic aldehyde, malononitrile and benzyl mercaptan at room temperature under solvent-free conditions. The synthesized NMS catalyst was fully characterized by FTIR, 1H NMR, 13CNMR, mass, thermal gravimetric, X-ray diffraction patterns, scanning electron microscopy and transmission electron microscopy analysis. The major advantages of described methodology are mildness, ease of separation, good yields and short reaction times. A rational mechanism was suggested for the final step of the 2-amino-3,5-dicarbonitrile-6-sulfanylpyridines synthesis. We think that the proposed mechanism has potential for entering into the graduate text book in the future. |
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