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Grinding-Assisted Synthesis of Some Heterocyclic Compounds
Corresponding Author(s) : Muwafaq Ayesh Rabeaa
Asian Journal of Chemistry,
Vol. 32 No. 7 (2020): Vol 32 Issue 7
Abstract
This article involves synthesis of some heterocyclic compounds from an amine derivative using eco-friendly approach (grinding). The first step involves synthesis of Schiff base from benzaldehyde derivatives (3-hydroxybenzaldehyde and 4-nitrobenzaldehyde) with 4-aminoantipyrine. These compounds were used as precursor for the synthesis of heterocyclic compounds and then synthesized tetrazole, oxazepine oxazepane derivatives from Schiff base with sodium azide, phthalic anhydride, maleic anhydride and succinic anhydride, respectively. The heterocyclic compounds were characterized by TLC, melting point, FTIR, 1H NMR, 13C NMR, GC-mass and HRMS analyses.
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- M.A. Malik, O.A. Dar, P. Gull, M.Y. Wani and A.A. Hashmi, Med. Chem. Commun., 9, 409 (2018); https://doi.org/10.1039/C7MD00526A
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References
M.A. Malik, O.A. Dar, P. Gull, M.Y. Wani and A.A. Hashmi, Med. Chem. Commun., 9, 409 (2018); https://doi.org/10.1039/C7MD00526A
S. Kumar, D.N. Dhar and P.N. Saxena, J. Sci. Ind. Res. India, 68, 181 (2009).
J.H. Tomma, M.S. Khazaal and A.H. Al-Dujaili, Arab. J. Chem., 7, 157 (2014); https://doi.org/10.1016/j.arabjc.2013.08.024
W. Qin, S. Long, M. Panunzio and S. Biondi, Molecules, 18, 12264 (2013); https://doi.org/10.3390/molecules181012264
C.J. Dhanaraj, J. Johnson, J. Joseph and R.S. Joseyphus, J. Coord. Chem., 66, 1416 (2013); https://doi.org/10.1080/00958972.2013.782008
Y. Teng, F. Ji, C. Li, Z. Yu and R. Liu, J. Lumin., 131, 2661 (2011); https://doi.org/10.1016/j.jlumin.2011.07.005
A. Lang, C. Hatscher, C. Wiegert and P. Kuhl, Amino Acids, 36, 333 (2009); https://doi.org/10.1007/s00726-008-0074-1
C.A. Lang, P.K. Hatscher and P. Kuhl, Tetrahedron Lett., 48, 3371 (2007); https://doi.org/10.1016/j.tetlet.2007.03.067
R. Teran, R. Guevara, J. Mora, L. Dobronski, O. Barreiro-Costa, T. Beske, J. Pérez-Barrera, R. Araya-Maturana, P. Rojas-Silva, A. Poveda and J. Heredia-Moya, Molecules, 24, 2696 (2019); https://doi.org/10.3390/molecules24152696
M.S. Alam, D.-U. Lee and L. Bari, J. Korean Soc. Appl. Biol. Chem., 57, 613 (2014); https://doi.org/10.1007/s13765-014-4201-2
R. Hassan, H. Arida, M. Montasser and N.A. Latif, J. Chem., 2013, 240568 (2013); https://doi.org/10.1155/2013/240568
J. Xu, Y. Liu and S.-H. Hsu, Molecules, 24, 3005 (2019); https://doi.org/10.3390/molecules24163005
R.T. Haiwal, J. Kerbala Univ., 6, 216 (2008).
Z.H. Abood, J. Kerbala Univ., 7, 297 (2009).
C.G. Neochoritis, T. Zhao and A. Domling, Chem. Rev., 119, 1970 (2019); https://doi.org/10.1021/acs.chemrev.8b00564
Y. Zou, L. Liu, J. Liu and G. Liu, Future Med. Chem., 12, 91 (2020); https://doi.org/10.4155/fmc-2019-0288
N. Kaur, Synth. Commun., 49, 1633 (2019); https://doi.org/10.1080/00397911.2018.1542497
J.F. Campos and S. Berteina-Raboin, Catalysts, 10, 631 (2020); https://doi.org/10.3390/catal10060631
Y. Chen, G. Nie, Q. Zhang, S. Ma, H. Li and Q. Hu, Org. Lett., 17, 1118 (2015); https://doi.org/10.1021/ol503687w
M.S. Singh, S. Chowdhury and S. Koley, Tetrahedron, 72, 5257 (2016); https://doi.org/10.1016/j.tet.2016.07.044
S. Kamijo, T. Jin, Z. Huo and Y. Yamamoto, J. Am. Chem. Soc., 125, 7786 (2003); https://doi.org/10.1021/ja034191s
N. Kaur, Synth. Commun., 49, 987 (2019); https://doi.org/10.1080/00397911.2019.1574351
J.-Y. Wang, X.-F. Guo, D.-X. Wang, Z.-T. Huang and M.-X. Wang, J. Org. Chem., 73, 1979 (2008); https://doi.org/10.1021/jo7024306
M. Driowya, A. Saber, H. Marzag, L. Demange, K. Bougrin and R. Benhida, Molecules, 21, 1032 (2016); https://doi.org/10.3390/molecules21081032
A. Naqvi, M. Shahnawaaz, A.V. Rao, D. Seth and N.K. Sharma, J. Chem., 6, 75 (2009).
K. Patel, J. Modha and H. Mehta, Int. J. ChemTech Res., 7, 2108 (2015).
C.K. Mathews, K.E. Hold and K.G. Ahern, National J. Chem., 41, 77 (2011).
M.S. Al-Rawi, J.H. Tomma and D.F. Hussein, Iraqi National J. Chem., 55, 264 (2014).