Application of novel nanostructured dinitropyrazine molten salt catalyst for the synthesis of sulfanylpyridines via anomeric based oxidation
Autor: | Mohammad Ali Zolfigol, Saeed Baghery, Maliheh Safaiee, Bahar Ebrahimghasri, Mahya Kiafar, Saied Alaie, Avat Arman Taherpour, Yadollah Bayat, Asiye Asgari |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry General Chemistry 010402 general chemistry Condensation reaction 01 natural sciences Combinatorial chemistry Aldehyde 0104 chemical sciences Catalysis chemistry.chemical_compound Benzyl mercaptan chemistry Gravimetric analysis Organic chemistry Molten salt Fourier transform infrared spectroscopy Malononitrile |
Zdroj: | Journal of the Iranian Chemical Society. 14:1839-1852 |
ISSN: | 1735-2428 1735-207X |
DOI: | 10.1007/s13738-017-1123-z |
Popis: | 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. |
Databáze: | OpenAIRE |
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