This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis of Dimethyl Octahydroquinazolinones by using Electrochemically Prepared Copper Oxide Nanoparticles
Corresponding Author(s) : Manisha R. Sawant
Asian Journal of Chemistry,
Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020
Abstract
Present work involves the synthesis of substituted dimethyl octahydroquinazolinones by using electrochemically prepared copper oxide nanoparticles as catalyst in microwave. Copper oxide nanoparticles were prepared in appreciable yield by using electrochemical reduction method of synthesis in the presence of tetrabutylphosphonium bromide for capping. The prepared nanoparticles were analyzed by UV, FTIR, TGA, X-ray diffraction and electron microscopic studies. The nanoparticles of copper oxide then were successfully used as a catalyst in multicomponent reaction between diketones, substituted aldehydes and urea/thiourea to synthesize substituted dimethyl octahydroquinazolinones.
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References
J. Jeevanandam, A. Barhoum, Y.S. Chan, A. Dufresne and M.K. Danquah, Beilstein J. Nanotechnol., 9, 1050 (2018); https://doi.org/10.3762/bjnano.9.98
I. Khan, K. Saeed and I. Khan, Arab. J. Chem., 12, 908 (2019); https://doi.org/10.1016/j.arabjc.2017.05.011
R. Narayanan and M.A. El-Sayed, Nano Lett., 4, 1343 (2004); https://doi.org/10.1021/nl0495256
D. Moura, M.T. Souza, L. Liverani, G. Rella, G.M. Luz, J.F. Mano and A.R. Boccaccini, Mater. Sci. Eng. C, 76, 224 (2017); https://doi.org/10.1016/j.msec.2017.03.037
S.H. Lee and B.H. Jun, Int. J. Mol. Sci., 20, 865 (2019); https://doi.org/10.3390/ijms20040865
P. Gomez-Romero, Adv. Mater., 13, 163 (2001); https://doi.org/10.1002/1521-4095(200102)13:3<163::AID-ADMA163>3.0.CO;2-U
D. Gracias, Science, 289, 1170 (2000); https://doi.org/10.1126/science.289.5482.1170
I. Brigger, C. Dubernet and P. Couvreur, Adv. Drug Deliv. Rev., 54, 631 (2002); https://doi.org/10.1016/S0169-409X(02)00044-3
I. Safarik and M. Safarikova, Monatsh. Chem., 133, 737 (2002); https://doi.org/10.1007/s007060200047
M. Kaur, K.P. Muthe, S.K. Despande, S. Choudhury, J.B. Singh, N. Verma, S.K. Gupta and J.V. Yakhmi, J. Cryst. Growth, 289, 670 (2006); https://doi.org/10.1016/j.jcrysgro.2005.11.111
N. Wongpisutpaisan, P. Charoonsuk, N. Vittayakorn and W. Pecharapa, Energy Procedia, 9, 404 (2011); https://doi.org/10.1016/j.egypro.2011.09.044
M.H. Yamukyan, Kh.V. Manukyan and S.L. Kharatyan, Chem. Eng. J., 137, 636 (2008);https://doi.org/10.1016/j.cej.2007.05.033
J. Zhu, D. Li, H. Chen, X. Yang, L. Lu and X. Wang, Mater. Lett., 58, 3324 (2004); https://doi.org/10.1016/j.matlet.2004.06.031
R. Wu, Z. Ma, Z. Gu and Y. Yang, J. Alloys Compd., 504, 45 (2010); https://doi.org/10.1016/j.jallcom.2010.05.062
M. Yarim, S. Sarac, M. Ertan, F.S. Kilic and K. Erol, Arzneimittelforschung, 52, 27 (2002);https://doi.org/10.1055/s-0031-1299852
N.K. Ladani, M.P. Patel and R.G. Patel, ARKIVOC, 7, 292 (2009);https://doi.org/10.3998/ark.5550190.0010.728
M. Yarim, S. Sarac, F.S. Kilic and K. Erol, Il Farmaco, 58, 17 (2003); https://doi.org/10.1016/S0014-827X(02)00009-5
R. Nigam, S. Swarup and V.K. Saxena, Indian Drugs, 27, 238 (1990).
S. Kantevari, R. Bantu and L. Nagarapu, ARKIVOC, 136 (2006);https://doi.org/10.3998/ark.5550190.0007.g15
H. Lin, Q. Zhao, B. Xu and X. Wang, J. Mol. Catal. A, 268, 221 (2007); https://doi.org/10.1016/j.molcata.2006.12.020
C.S. Reddy, M. Raghu and A. Nagaraj, Indian J. Chem. B, 48B, 1178 (2009).
Z. Hassani, M.R. Islami and M. Kalantari, Bioorg. Med. Chem. Lett., 16, 4479 (2006); https://doi.org/10.1016/j.bmcl.2006.06.038
K.S. Niralwad, B.B. Shingate and M.S. Shingare, J. Chin. Chem. Soc., 57, 89 (2010); https://doi.org/10.1002/jccs.201000014
A. Mobinikhaledi, N. Foroughifar and H. Khodaei, Eur. J. Chem., 1, 291 (2010); https://doi.org/10.5155/eurjchem.1.4.291-293.108
A. Kuraitheerthakumaran, S. Pazhamalai, H. Manikandan and M. Gopalakrishnan, J. Saudi Chem. Soc., 18, 920 (2014); https://doi.org/10.1016/j.jscs.2011.11.014