Copyright (c) 2023 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Hydrothermal Synthesis of In2O3-SiO2 as Recyclable Mesostructured Catalyst Utilized for 2,3-Dihydrophthalazine-1,4-dione (DHP) Derivatives
Corresponding Author(s) : D. Tayde
Asian Journal of Chemistry,
Vol. 35 No. 2 (2023): Vol 35 Issue 2, 2023
Abstract
Mesostructured In2O3-SiO2 as recyclable heterogeneous catalyst material was synthesized by an aqueous solution based wet chemistry method, i.e. hydrothermal method and utilized for the reaction between pathalic anhydride and substituted hydrazine hydrate in DMF medium to synthesize 2,3-dihydrophthalazine-1,4-dione (DHP) derivatives. The advantages of this protocol are cost effective, ease of handling and environmental friendly. This catalytic material were characterized by using X-ray diffraction spectroscopy, scanning electron microscopy, energy dispersive spectroscopy, Fourier transform infrared spectroscopy, temperature-programmed desorption and Brunauer–Emmett–Teller. The proposed synthetic method results in a high yield, has an easy work-up procedure, is non-toxic and clean, and facilitates the simple recovery and reusability of the catalytic system.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- F. Arico, Front Chem., 8, 74 (2020); https://doi.org/10.3389/fchem.2020.00074
- P. Arora, V. Arora, H.S. Lamba and D. Wadhwa, Int. J. Pharm. Sci. Res., 2012, 2947 (2012); https://doi.org/10.13040/IJPSR.0975-8232.3(9).2947-54
- N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020);
- https://doi.org/10.3390/molecules25081909
- A.G.A. El-Helby, R.R. Ayyad, H.M. Sakr, A.S. Abdelrahim, K. El-Adl, F.S. Sherbiny, I.H. Eissa and M.M. Khalifa, J. Mol. Struct., 1130, 333 (2017); https://doi.org/10.1016/j.molstruc.2016.10.052
- I.H. Hall, E.S. Hall and O.T. Wong, Anticancer Drugs, 3, 55 (1992); https://doi.org/10.1097/00001813-199202000-00010
- B. Holmes, J. Lee, K.A. Landon, A. Benavides-Serrato, T. Bashir, M.E. Jung, A. Lichtenstein and J. Gera, J. Biol. Chem., 291, 14146 (2016); https://doi.org/10.1074/jbc.M116.726927
- A.R.K. Murthy, I.H. Hall, J.M. Chapman Jr., K.A. Rhyne and S.D. Wyrick, Pharm. Res., 3, 93 (1986); https://doi.org/10.1023/A:1016341403244
- J.K. Hurt, T.J. McQuade, A. Emanuele, M.J. Larsen and G.A. Garcia, SLAS Discov., 15, 379 (2010); https://doi.org/10.1177/1087057110362101
- J. Sumalatha, C. Radha Rani and A. Sreedevi, J. Heterocycl. Chem., 55, 593 (2018); https://doi.org/10.1002/jhet.3066
- J. Druey and B.H. Ringier, Helv. Chim. Acta, 34, 195 (1951); https://doi.org/10.1002/hlca.1951034012
- S.E. Rayes, I.A. Ali and W. Ibrahim, MDPI in The 23rd International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis, pp 1-21 (2019); https://doi.org/10.3390/ecsoc-23-06609
- S.S. El-Sakka, A.H. Soliman and A.M. Imam, Afinidad, 66, 167 (2009).
- D. Huang, X.L. Fang, Q.Y. Chen, Q. Wang and J. Gao, ACS Sustain. Chem.& Eng., 6, 11280 (2018); https://doi.org/10.1021/acssuschemeng.8b00528
- K. Sujatha and R.R. Vedula, Synth. Commun., 50, 129 (2020); https://doi.org/10.1080/00397911.2019.1689571
- D. Viña, E. del Olmo, J.L. Lopez-Pérez and A.S. Feliciano, Tetrahedron, 65, 1574 (2009); https://doi.org/10.1016/j.tet.2008.12.072
- M. Karcioglu, K. Tuzcu, F. Sefil, I. Davarci, S. Aydin, A. Sari, A. Aydogan and R. Özden, Turk. J. Chem., 36, 347 (2012); https://doi.org/10.3906/sag-1302-25
- M.P. Nikolova and M.S. Chavali, Biomimetics, 5, 27 (2020); https://doi.org/10.3390/biomimetics5020027
- A.A. Yaqoob, H. Ahmad, T. Parveen, A. Ahmad, M. Oves, I.M.I. Ismail, H.A. Qari, K. Umar and M.N.M. Ibrahim, Front. Chem., 8, 341 (2020); https://doi.org/10.3389/fchem.2020.00341
- Y. Pan, X. Shen, L. Yao, A. Bentalib and Z. Peng, Catalysts, 8, 478 (2018); https://doi.org/10.3390/catal8100478
- C.J.A. Mota, D.J. Bhering and N.A. Rosenbach, Angew. Chem. Int. Ed., 43, 3050 (2004); https://doi.org/10.1002/anie.200353049
- T.K. Khatab, A.M. Abdelghany and H.A. Soliman, Silicon, 10, 703 (2018); https://doi.org/10.1007/s12633-016-9515-8
- D. Habibi and M. Nasrollahzadeh, Synth. Commun., 40, 3159 (2010); https://doi.org/10.1080/00397910903370683
- D.T. Tayde, M.E. Navgire and M.K. Lande, Polycycl. Arom. Comp., 42, 7671 (2022); https://doi.org/10.1080/10406638.2021.2006249
- R.K. Nariyal, P. Kothari and B. Bisht, Chem. Sci. Trans., 3, 1064 (2014).
- S.K. Bhardwaj, N. Bhardwaj, M. Kukkar, A.L. Sharma, K.H. Kim and A. Deep, Sensors, 15, 31930 (2015); https://doi.org/10.3390/s151229895
- G. Liu, Int. J. Electrochem. Sci., 6, 2162 (2011).
- R. Tanaka, I. Ogino, I. Ogino and Shin R. Mukai, ACS Omega, 3, 16916 (2018); https://doi.org/10.1021/acsomega.8b02557
- N.S. Pawar, S.L. Garud and V.S. Patil, Der Pharm. Lett., 4, 1129 (2012)
References
F. Arico, Front Chem., 8, 74 (2020); https://doi.org/10.3389/fchem.2020.00074
P. Arora, V. Arora, H.S. Lamba and D. Wadhwa, Int. J. Pharm. Sci. Res., 2012, 2947 (2012); https://doi.org/10.13040/IJPSR.0975-8232.3(9).2947-54
N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020);
https://doi.org/10.3390/molecules25081909
A.G.A. El-Helby, R.R. Ayyad, H.M. Sakr, A.S. Abdelrahim, K. El-Adl, F.S. Sherbiny, I.H. Eissa and M.M. Khalifa, J. Mol. Struct., 1130, 333 (2017); https://doi.org/10.1016/j.molstruc.2016.10.052
I.H. Hall, E.S. Hall and O.T. Wong, Anticancer Drugs, 3, 55 (1992); https://doi.org/10.1097/00001813-199202000-00010
B. Holmes, J. Lee, K.A. Landon, A. Benavides-Serrato, T. Bashir, M.E. Jung, A. Lichtenstein and J. Gera, J. Biol. Chem., 291, 14146 (2016); https://doi.org/10.1074/jbc.M116.726927
A.R.K. Murthy, I.H. Hall, J.M. Chapman Jr., K.A. Rhyne and S.D. Wyrick, Pharm. Res., 3, 93 (1986); https://doi.org/10.1023/A:1016341403244
J.K. Hurt, T.J. McQuade, A. Emanuele, M.J. Larsen and G.A. Garcia, SLAS Discov., 15, 379 (2010); https://doi.org/10.1177/1087057110362101
J. Sumalatha, C. Radha Rani and A. Sreedevi, J. Heterocycl. Chem., 55, 593 (2018); https://doi.org/10.1002/jhet.3066
J. Druey and B.H. Ringier, Helv. Chim. Acta, 34, 195 (1951); https://doi.org/10.1002/hlca.1951034012
S.E. Rayes, I.A. Ali and W. Ibrahim, MDPI in The 23rd International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis, pp 1-21 (2019); https://doi.org/10.3390/ecsoc-23-06609
S.S. El-Sakka, A.H. Soliman and A.M. Imam, Afinidad, 66, 167 (2009).
D. Huang, X.L. Fang, Q.Y. Chen, Q. Wang and J. Gao, ACS Sustain. Chem.& Eng., 6, 11280 (2018); https://doi.org/10.1021/acssuschemeng.8b00528
K. Sujatha and R.R. Vedula, Synth. Commun., 50, 129 (2020); https://doi.org/10.1080/00397911.2019.1689571
D. Viña, E. del Olmo, J.L. Lopez-Pérez and A.S. Feliciano, Tetrahedron, 65, 1574 (2009); https://doi.org/10.1016/j.tet.2008.12.072
M. Karcioglu, K. Tuzcu, F. Sefil, I. Davarci, S. Aydin, A. Sari, A. Aydogan and R. Özden, Turk. J. Chem., 36, 347 (2012); https://doi.org/10.3906/sag-1302-25
M.P. Nikolova and M.S. Chavali, Biomimetics, 5, 27 (2020); https://doi.org/10.3390/biomimetics5020027
A.A. Yaqoob, H. Ahmad, T. Parveen, A. Ahmad, M. Oves, I.M.I. Ismail, H.A. Qari, K. Umar and M.N.M. Ibrahim, Front. Chem., 8, 341 (2020); https://doi.org/10.3389/fchem.2020.00341
Y. Pan, X. Shen, L. Yao, A. Bentalib and Z. Peng, Catalysts, 8, 478 (2018); https://doi.org/10.3390/catal8100478
C.J.A. Mota, D.J. Bhering and N.A. Rosenbach, Angew. Chem. Int. Ed., 43, 3050 (2004); https://doi.org/10.1002/anie.200353049
T.K. Khatab, A.M. Abdelghany and H.A. Soliman, Silicon, 10, 703 (2018); https://doi.org/10.1007/s12633-016-9515-8
D. Habibi and M. Nasrollahzadeh, Synth. Commun., 40, 3159 (2010); https://doi.org/10.1080/00397910903370683
D.T. Tayde, M.E. Navgire and M.K. Lande, Polycycl. Arom. Comp., 42, 7671 (2022); https://doi.org/10.1080/10406638.2021.2006249
R.K. Nariyal, P. Kothari and B. Bisht, Chem. Sci. Trans., 3, 1064 (2014).
S.K. Bhardwaj, N. Bhardwaj, M. Kukkar, A.L. Sharma, K.H. Kim and A. Deep, Sensors, 15, 31930 (2015); https://doi.org/10.3390/s151229895
G. Liu, Int. J. Electrochem. Sci., 6, 2162 (2011).
R. Tanaka, I. Ogino, I. Ogino and Shin R. Mukai, ACS Omega, 3, 16916 (2018); https://doi.org/10.1021/acsomega.8b02557
N.S. Pawar, S.L. Garud and V.S. Patil, Der Pharm. Lett., 4, 1129 (2012)