Synthesis of (E)-2-(Chloro (Phenyl) Methylene)-1-(6-Chloroquinoxalin-2-yl) Hydrazine Derivatives by Reusable Fe₃O₄ Nano Powder at Room Temperature

References

• M. A. Zolfigol, “Silica Sulfuric Acid/NaNO2 as a Novel Heterogeneous System for Production of Thionitrites and Disulfides under Mild Conditions,” Tetrahedron 57, no. 46 (2001): 9509–11. doi:10.1016/S0040-4020(01)00960-7
   Web of Science ®Google Scholar
• D. M. Pore, M. S. Soudagar, U. V. Desai, T. S. Thopate, and P. P. Wadagaonkar, “Potassium Phosphate or Silica Sulfuric Acid Catalyzed Conjugate Addition of Thiols to a,b-Unsaturated Ketones at Room Temperature under Solvent-Free Conditions,” Tetrahedron Letters 47, no. 52 (2006): 9325–8. doi:10.1016/j.tetlet.2006.10.114
   Web of Science ®Google Scholar
• S. Minakata and M. Komatsu, “Organic Reactions on Silica in Water,” Chemical Reviews 109, no. 2 (2009): 711–24. doi:10.1021/cr8003955
   PubMed Web of Science ®Google Scholar
• P. Salehi, M. A. Zolfigol, F. Shirini, and M. Baghbanzadeh, “Silica Sulfuric Acid and Silica Chloride as Efficient Reagents for Organic Reactions,” Current Organic Chemistry 10, no. 17 (2006): 2171–89. doi:10.2174/138527206778742650
   Web of Science ®Google Scholar
• K. Niknam, D. Saberi, M. Sadegheyan, and A. Deris, “Silica-Bonded S-Sulfonic Acid: An Efficient and Recyclable Solid Acid Catalyst for the Synthesis of 4,40-(Arylmethylene)Bis(1H-Pyrazol-5-Ols,” Tetrahedron Letters 51, no. 4 (2010): 692–4. doi:10.1016/j.tetlet.2009.11.114
   Web of Science ®Google Scholar
• S. Rostamizadeh, M. Nojavan, R. Aryan, H. Sadeghian, and M. Davoodnejad, “A Novel and Efficient Synthesis of Pyrazolo[3,4-d]Pyrimidine Derivatives and the Study of Their anti-Bacterial Activity,” Chinese Chemical Letters 24, no. 7 (2013): 629–32. doi:10.1016/j.cclet.2013.04.035
   Web of Science ®Google Scholar
• J. B. Laursen and J. Nielsen, “Phenazine Natural Products: Biosynthesis, Synthetic Analogues, and Biological Activity,” Chemical Reviews 104, no. 3 (2004): 1663–86. doi:10.1021/cr020473j
   PubMed Web of Science ®Google Scholar
• R. Mohebat and A. Yazdani-Elah-Abadi, “Caffeine Catalyzed Green Synthesis of Novel Benzo[a][1,3]Oxazino[6,5-c]Phenazines via a One-Pot Multi-Component Sequential Protocol in a Basic Ionic Liquid,” Chinese Chemical Letters 28, no. 6 (2017): 1340–4. doi:10.1016/j.cclet.2017.01.024
   Web of Science ®Google Scholar
• D. V. Mavrodi, W. Blankenfeldt, and L. S. Thomashow, “Phenazine Compounds in Fluorescent Pseudomonas Spp. Biosynthesis and Regulation,” Annual Review of Phytopathology 44 (2006): 417–45. doi:10.1146/annurev.phyto.44.013106.145710
   PubMed Web of Science ®Google Scholar
• D. V. Mavrodi, T. L. Peever, O. V. Mavrodi, J. A. Parejko, J. M. Raaijmakers, P. Lemanceau, S. Mazurier, L. Heide, W. Blankenfeldt, D. M. Weller, et al, “Diversity and Evolution of the Phenazine Biosynthesis Pathway,” Applied and Environmental Microbiology 76, no. 3 (2010): 866–79. doi:10.1128/AEM.02009-09
   PubMed Web of Science ®Google Scholar
• S. Nakaike, T. Yamagishi, K. Nanaumi, S. Otomo, and S. Tsukagoshi, “Cell Killing Activity and Kinetic Analysis of a Novel Antitumor Compound NC-190, a Benzo[a]Phenazine Derivative,” Cancer Science 83 (1992): 402–9.
   Google Scholar
• P. Mistry, A. J. Stewart, W. Dangerfield, M. Baker, C. Liddle, D. Bootle, B. Kofler, D. Laurie, W. A. Denny, B. Baguley, et al, “In Vitro and in Vivo Characterization of XR11576, a Novel, Orally Active, Dual Inhibitor of Topoisomerase I and II,” Anti-Cancer Drugs 13 (2002): 15–28.
   PubMed Web of Science ®Google Scholar
• I. Sabakhi, V. Topuzyan, Z. Hajimahdi, B. Daraei, H. Arefi, and A. Zarghi, “Design, Synthesis and Biological Evaluation of New 1,4-Dihydropyridine (DHP) Derivatives as Selective Cyclooxygenase-2 Inhibitors,” Iranian Journal of Pharmaceutical Research 14 (2015): 1087.
   PubMed Web of Science ®Google Scholar
• S. Dehghani, M. Merajoddin, and A. Zare, “Highly Effective Synthesis of 3, 4-Dihydropyrimidin-2 (1H)-Ones Using pyridinium-N-Sulfonic Acid Bisulfate as a Dual-Functional Catalyst,” Asian Journal of Nanoscience and Materials 2 (2019): 367–75.
   Google Scholar
• M. Karami, M. Maghsoudi, M. Merajoddin, and A. Zare, “Highly Effectual Synthesis of 4H-Pyrano [2, 3-c]Pyrazoles Using N1,N1,N2,N2-tetramethyl-N1,N2-Bis (Sulfo) Ethane-1, 2-Diaminium Trifluoroacetate as a Dual-Functional Catalyst,” Asian Journal of Nanoscience and Materials 2 (2019): 413–20.
   Web of Science ®Google Scholar
• G. Swarnalatha, G. Prasanthi, N. Sirisha, and C. M. Chetty, “1, 4-Dihydropyridines: A Multifunctional Molecule—a Review,” International Journal of Chem Tech Research 3 (2011), 75–9.
   Google Scholar
• T. Godfraind, R. Miller, and M. Wibo, “Calcium Antagonism and Calcium Entry Blockade,” Pharmacological Reviews 38 (1986): 321–416.
   PubMed Web of Science ®Google Scholar
• A. Sausins and G. Duburs, “Synthesis of 1,4-Dihydropyridines by Cyclocondensation Reactions,” Heterocycles 27 (1988): 269–89.
   Web of Science ®Google Scholar
• P. Mager, R. Coburn, A. Solo, D. Triggle, and H. Rothe, “QSAR, Diagnostic Statistics and Molecular Modelling of 1, 4-Dihydropyridine Calcium Antagonists: A Difficult Road Ahead,” Drug Design and Discovery 8 (1992): 273–89.
   PubMedGoogle Scholar
• S. Rezayati, A. Ramazani, S. Sajjadifar, H. Aghahosseini, and A. Rezaei, “Design of a Schiff Base Complex of Copper Coated on Epoxy-Modified Core–Shell MNPs as an Environmentally Friendly and Novel Catalyst for the One-Pot Synthesis of Various Chromene-Annulated Heterocycles,” ACS Omega 6, no. 39 (2021): 25608–22. doi:10.1021/acsomega.1c03672
   PubMed Web of Science ®Google Scholar
• S. Rezayati, F. Kalantari, A. Ramazani, S. Sajjadifar, H. Aghahosseini, and A. Rezaei, “Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction,” Inorganic Chemistry 61, no. 2 (2022): 992–1010. doi:10.1021/acs.inorgchem.1c03042
   PubMed Web of Science ®Google Scholar
• S. Rezayati, F. Kalantari, A. Ramazani, H. Aghahosseini, K. Ślepokura, and T. Lis, “Proline-Cu Complex Based 1,3,5-Triazine Coated on Fe3O4 Magnetic Nanoparticles: A Nanocatalyst for the Knoevenagel Condensation of Aldehyde with Malononitrile,” ACS Applied Nano Materials 5 (2022): 1783–97.
   Google Scholar
• S. Rezayati, Y. Ahmadi, and A. Ramazani, “Synthesis of the Picolylamine Copper Complex Immobilized on the Core-Shell Fe3O4 Nanomagnetic Particles and Its Application in the Organic Transformation,” Inorganica Chimica Acta 544 (2023): 121203–9. doi:10.1016/j.ica.2022.121203
   Web of Science ®Google Scholar
• K. Yadollahzadeh, “Urea Immobilized Silica-Coated Fe3O4 MNPs as a Heterogeneous Magnetic Nanocatalyst for the Synthesis of 2-Amino-4H-Benzo[b]Pyran Derivatives,” Asian Journal of Nanoscience and Materials 5 (2022): 144–58.
   Google Scholar
• S. Rezayati, G. Dinmohammadi, A. Ramazani, and S. Sajjadifar, “Mortar–Pestle Grinding Technique as an Efficient and Green Method Accelerates the Tandem Knoevenagel–Michael Cyclocondensation Reaction in the Presence of Ethylenediamine Immobilized on the Magnetite Nanoparticles,” Polycyclic Aromatic Compounds 42 (2022): 1–23. doi:10.1080/10406638.2022.2110506
   Web of Science ®Google Scholar
• A. Shafiee, N. Rastkari, and M. Sharifzadeh, “Anticonvulsant Activities of New 1, 4-Dihydropyridine Derivatives Containing 4-Nitroimidazolyl Substituents,” DARU Journal of Pharmaceutical Sciences 12 (2004): 81–6.
   Google Scholar
• M. Taheri, R. Mohebat, and M. H. Mosslemin, “Multi-Component Reaction Synthesis of Novel 3-Phenyl-3,4-Dihydro-2H-Benzo[a][1,3]Oxazino[5,6-c]Phenazine Derivatives Catalyzed by Reusable ZnO-PTA@Fe3O4/EN-MIL-101(Cr) Nano Powder at Room Temperature,” Green Chemistry Letters and Reviews 13, no. 3 (2020): 179–91. doi:10.1080/17518253.2020.1800830
   Web of Science ®Google Scholar
• M. Taheri, R. Mohebat, and M. H. Moslemin, “Synthesis of Benzo[a]Furo[2, 3-c]Phenazine Derivatives through an Efficient, Rapid and via Microwave Irradiation under Solvent-Free Conditions Catalyzed by H3PW12O40@Fe3O4-ZnO for High-Performance Removal of Methylene Blue,” Artificial Cells Nano and Biotechnology 49 (2021): 250–60.
   PubMed Web of Science ®Google Scholar
• M. Taheri, R. Mohebat, and M. H. Moslemin, “Synthesis of One-Pot Pyrazolo[4',3':5,6]Pyrano[2,3-c] Phenazin-15-yl) Methanone Derivatives via a Multi-Component Using Fe3O4@TiO2-SO3H as a Recoverable Magnetic Catalyst under Microwave Irradiation,” Green Chemistry Letters and Reviews 13, no. 3 (2020): 165–78. doi:10.1080/17518253.2020.1794056
   Web of Science ®Google Scholar
• M. Taheri, R. Mohebat, and M. H. Moslemin, “Microwave-Assisted Multi-Component Green Synthesis of Benzo[α]Furo[2, 3-c]Phenazine Derivatives via a Magnetically-Separable Fe3O4@rGO@ZnO-HPA Nanocatalyst under Solvent-Free Conditions,” Polycyclic Aromatic Compounds 43 (2021): 586–96.
   Web of Science ®Google Scholar