This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis of (E)-2-Benzylidene-N-(3-(3-oxo-2,3-dihydro-4Hbenzo[ b][1,4]oxazin-4-yl)propyl)hydrazine-1-carbothioamides
Corresponding Author(s) : Puligilla Shankaraiah
Asian Journal of Chemistry,
Vol. 35 No. 7 (2023): Vol 35 Issue 7 (2023)
Abstract
A series of novel substituted-(E)-2-benzylidene-N-(3-(3-oxo-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)propyl)hydrazine-1-carbothioamides (9a-j) was synthesized in satisfactory to excellent yield by reacting (Z)-N′-benzylidene hydrazine carbothioamides (8a-j) with 4-(3-bromo-propyl)-2H-benzo[b][1,4]oxazin-3(4H)-one (5) in K2CO3 and dry N,N-dimethyl formamide. The novel carbothioamides (9a-j) structures were confirmed using 1H NMR, IR and mass spectroscopic methods.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- J. Jampilek, Molecules, 24, 3839 (2019); https://doi.org/10.3390/molecules24213839
- E. Kabir and M. Uzzaman, Res. Chem., 4, 100606 (2022); https://doi.org/10.1016/j.rechem.2022.100606
- T. Qadir, A. Amin, P.K. Sharma, I. Jeelani and H. Abe, Open Med. Chem. J., 16, e187410452202280 (2022); https://doi.org/10.2174/18741045-v16-e2202280
- N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020); https://doi.org/10.3390/molecules25081909
- K. Harish, P. G. Satya, A. S. Anees and K. Vijay, Curr. Enzym. Inhib., 9, 117 (2013); https://doi.org/10.2174/1573408011309020005
- T. Castano, A. Encinas, C. Perez, A. Castro, N.E. Campillo and C. Gil, Bioorg. Med. Chem., 16, 6193 (2008); https://doi.org/10.1016/j.bmc.2008.04.036
- X. Xue, Y. Zhang, C. Wang, M. Zhang, Q. Xiang, J. Wang, A. Wang, C. Li, C. Zhang, L. Zou, R. Wang, S. Wu, Y. Lu, H. Chen, K. Ding, G. Li and Y. Xu, Eur. J. Med. Chem., 152, 542 (2018); https://doi.org/10.1016/j.ejmech.2018.04.034
- B. Rajitha, D.P. Jyothsna, B. Rajashaker, G. Vijayacharan, N. Lingaiah, P. Sowjanya and N. Jain, Eur. J. Med. Chem., 89, 138 (2015); https://doi.org/10.1016/j.ejmech.2014.10.051
- E. Youk, W. Park and Y. S. Park, Synth. Commun., 48, 1331 (2018); https://doi.org/10.1080/00397911.2018.1444769
- Y. Byun, J. Moon, W. An, N.K. Mishra, H.S. Kim, P. Ghosh and I.S. Kim, J. Org. Chem., 86, 12247 (2021); https://doi.org/10.1021/acs.joc.1c01558
- M. Rana, M.I. Faizan, S.H. Dar, T. Ahmad and Rahisuddin, ACS Omega, 7, 22639 (2022); https://doi.org/10.1021/acsomega.2c02033
- I. Çapan, S. Servi, I. Yildirim and Y. Sert, ChemistrySelect, 6, 5838 (2021); https://doi.org/10.1002/slct.202101086
References
J. Jampilek, Molecules, 24, 3839 (2019); https://doi.org/10.3390/molecules24213839
E. Kabir and M. Uzzaman, Res. Chem., 4, 100606 (2022); https://doi.org/10.1016/j.rechem.2022.100606
T. Qadir, A. Amin, P.K. Sharma, I. Jeelani and H. Abe, Open Med. Chem. J., 16, e187410452202280 (2022); https://doi.org/10.2174/18741045-v16-e2202280
N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020); https://doi.org/10.3390/molecules25081909
K. Harish, P. G. Satya, A. S. Anees and K. Vijay, Curr. Enzym. Inhib., 9, 117 (2013); https://doi.org/10.2174/1573408011309020005
T. Castano, A. Encinas, C. Perez, A. Castro, N.E. Campillo and C. Gil, Bioorg. Med. Chem., 16, 6193 (2008); https://doi.org/10.1016/j.bmc.2008.04.036
X. Xue, Y. Zhang, C. Wang, M. Zhang, Q. Xiang, J. Wang, A. Wang, C. Li, C. Zhang, L. Zou, R. Wang, S. Wu, Y. Lu, H. Chen, K. Ding, G. Li and Y. Xu, Eur. J. Med. Chem., 152, 542 (2018); https://doi.org/10.1016/j.ejmech.2018.04.034
B. Rajitha, D.P. Jyothsna, B. Rajashaker, G. Vijayacharan, N. Lingaiah, P. Sowjanya and N. Jain, Eur. J. Med. Chem., 89, 138 (2015); https://doi.org/10.1016/j.ejmech.2014.10.051
E. Youk, W. Park and Y. S. Park, Synth. Commun., 48, 1331 (2018); https://doi.org/10.1080/00397911.2018.1444769
Y. Byun, J. Moon, W. An, N.K. Mishra, H.S. Kim, P. Ghosh and I.S. Kim, J. Org. Chem., 86, 12247 (2021); https://doi.org/10.1021/acs.joc.1c01558
M. Rana, M.I. Faizan, S.H. Dar, T. Ahmad and Rahisuddin, ACS Omega, 7, 22639 (2022); https://doi.org/10.1021/acsomega.2c02033
I. Çapan, S. Servi, I. Yildirim and Y. Sert, ChemistrySelect, 6, 5838 (2021); https://doi.org/10.1002/slct.202101086