JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 63 No 3 (2018): Journal of the Chilean Chemical Society
Original Research Papers

SYNTHESIS AND CHARACTERIZATION OF AN AMIDOXIME COMPOUND WITH BENZIMIDAZOLE MOIETY AND PH SENSING BEHAVIOR UNDER BASIC CONDITION IN METHANOL AND DMSO

Mohammad Nahidur Rahman
Department of Applied Chemistry and Chemical Engineering, University of Dhaka
Rina Rani Bhowmick
Department of Applied Chemistry and Chemical Engineering, University of Dhaka
Mohammad Nurnabi
Department of Applied Chemistry and Chemical Engineering, University of Dhaka
Md. Ashraful Islam Molla
Department of Applied Chemistry and Chemical Engineering, University of Dhaka
Published September 12, 2018
How to Cite
Nahidur Rahman, M., Bhowmick, R. R., Nurnabi, M., & Islam Molla, M. A. (2018). SYNTHESIS AND CHARACTERIZATION OF AN AMIDOXIME COMPOUND WITH BENZIMIDAZOLE MOIETY AND PH SENSING BEHAVIOR UNDER BASIC CONDITION IN METHANOL AND DMSO. Journal of the Chilean Chemical Society, 63(3). Retrieved from https://www.jcchems.com/index.php/JCCHEMS/article/view/759

Abstract

An amidoxime containing 2-phenyl-1H-benzimidazole derivative, 4-(1H-Benzoimidazol-2-yl)-N-hydroxy-benzamidine, was synthesized by conversion of nitrile group of previously synthesized 2-(4-cyanophenyl)-1H-benzimidazole by treatment with hydroxylamine under alkaline solution. Characterization of both compounds was carried out by using UV-Vis, FT-IR, 1H NMR and 13C NMR, and mass spectroscopic technique. Its photophysical behavior was compared in methanol and DMSO under basic condition.

References

  1. A. B. Goel, V. D. Gupta, J. Organomet. Chem. 72, 171, (1974).
  2. (a) H. Egawa, M.Nakayama, T. Nonaka, E. Sugihara, J. Appl. Polym. Sci. 33, 1993, (1987), (b) H. Egawa, T. Nonaka, S. Abe, M. Nakayama, J.Appl. Polym. Sci. 45, 837, (1992), (c) N. Kabay, H. Egawa, J. Appl. Polym. Sci. 51, 381, (1994), (d) N. Kabay, T. Hayashi, A. Jyo, H. Egawa, J. Appl. Polym.Sci. 54, 333, (1994), (e) Y. Zhaoa, J. Lib, L. Zhaod, S. Zhanga, Y. Huanga, X. Wua, X. Wanga, Chem. Eng. J. 235, 275, (2014).
  3. H. Egawa, N. Kabay, T. Shuto, A. Jyo, J. Appl. Polym.Sci. 46, 129, (1992).
  4. H. Kubota and Y. Shigehisa, J. Appl. Polym. Sci. 56, 147, (1995).
  5. A. Nilchia, A. A. Babaloub, R. Rafieeb, H. Sid Kalala, React. Funct. Polym. 68, 1663, (2008).
  6. Y. Wang, X. Ma, Y. Li, , X. Li, L. Yang, L. Ji, Y. He, Chem. Eng. J. 209, 394, (2012).
  7. (a) R. Qua, Y. Zhanga, W. Qub, C. Suna, J. Chena, Y. Pinga, H. Chena, Y. Niua, Chem. Eng. J. 219, 51, (2013), (b) J. Chen, R. Qu, Y. Zhang, C. Sun, C. Wang, C. Ji, P. Yin, H. Chen, Y. Niu, Chem. Eng. J. 209, 235, (2012).
  8. B. Gao, , Y. Gao, Y. Li, Chem. Eng. J. 158, 542, (2010).
  9. M. R. Lutfor, S. Silong, W. M. Zin, M.Z. Ab Rahman, M. Ahmad, J. Haron, Euro. Polym. J. 36, 2105, (2000).
  10. I. N. Voloschik, M. L. Litvina, B. A. Rudenko, J. Chromatogr. A 671, 51, (1994).
  11. P. A. Riveros, Hydrometallurgy 25, 1, (1990).
  12. J. L. Bernal, M. J. del Nozal, L. Debán, J. L. del Valle, V. Cerdá, J. M. Estela, J. Thermal Anal. 31, 931, (1986).
  13. J. L. Bernal, M. Pedrero, V. Cerdá, J. Cantallops, Thermochim. Acta. 98, 19, (1986).
  14. J. L. Bernal, M. J. Del Nozal, L. Debán, B. Nuñez, V. Cerdá, J. M. Estela, Thermochim. Acta. 103, 259, (1986).
  15. R. Jara, V. Cerdá, Thermochimic. Acta. 142, 135, (1989).
  16. M. Guillemet, A. Robert, M. Baudy-Floc’h, Tetrahedron Lett., 36, 547 (1995).
  17. C. A. Ramsden, H. L. Rose, J. Chem. Soc., Perkin Trans.1, 615, (1995).
  18. A. Y. Il’chenko, V. I. Krokhtyak, L. M. Yagupol’skii, Chem. Heterocycl. Compd. 17, 1236, (1981).
  19. K. Gobis, H. Foks, A. Kedzia, M. Wierzchowska, E. Kwapisz, Z. Zwolska, E. Augustynowicz-Kopec, Acta Pol Pharm. 63,39, (2006).
  20. W. Szczepankiewicz, J. Suwi’nski, R. Bujok: Tetrahedron 56, 9343, (2000).
  21. E. M. Cross, K. M. White, R. S. Moshrefzadeh, C.V. Francis, Macromolecules 28, 2526, (1995).
  22. K. G. Desai, K. R. Desai, Bioorg. Med. Chem. 14, 8271–8279, (2006).
  23. A. T. Mavrova, K. K. Anichina, D. I. Vuchev, J. A. Tsenov, P. S. Denkova, M. S. Kondeva, M. K. Micheva, Eur. J. Med. Chem. 41, 1412–1420, (2006).
  24. A. K. Singh, J. W. Lown, Anticancer Drug Des. 15, 265–275, (2000).
  25. P. Chaudhuri, B. Ganguly, S. Bhattacharya, J. Org. Chem. 72, 1912–1923, (2007).
  26. P. Hao, S. Zhang, W. -H. Sun, Q. Shi, S. Adewuyi, X. Lu, P. Li, Organometallics 26, 2439–2446, (2007).
  27. D. D. Rajadhyaksha, D. W. Rangnekar, J. Chem. Technol. Biotechnol. 36, 300–304, (1986).
  28. (a) N. Mehio, M. A. Lashely, J. W. Nugent, L. Tucker, B. Correia, C. L. Do-Thanh, S. Dai, R. D. Hancock, and V. S. Bryantsev, J. Phys. Chem. B 119, 3567–3576, (2015), (b) N. Mehio, B. Williamson, Y. Oyola, R. T. Mayes, C. Janke, S. Brown, and S. Dai, Ind. Eng. Chem. Res. 55, 4217– 4223, (2016).
  29. (a) X. Guo, Y. Wang, C.Li, P. Huai & G. Wu, Mol. Phys. 113, 1327-1336, (2015), (b) J. Xiong, S. Hu, Y. Liu, J. Yu, H. Yu, L. Xie, J. Wen, and X. Wang, ACS Sustainable Chem. Eng. 5, 1924–1930, (2017).
  30. O. Nibel, M. Bon, M. L. Agiorgousis, T. Laino, L. Gubler, and T. J. Schmidt, J. Phys. Chem. C 121, 6436–6445, (2017).
  31. S. Lin, , L. Yang, Tetrahedron Lett. 46, 4315, (2005).
  32. B. G. Zaleta, M. T. R. Silva, A. Guti´errez, E. G. Vergara, M. G. Rodr´ıguez, A. R. Hern´andez, Spectrochimic. Act. Part A 64, 1002, (2006).
  33. F. Eloy F, R. Lenaers, Chem. Rev. 62, 155, (1962).
  34. A. H. Amrallah, N. A. Abdalla, E. Y. El-Haty, J Chin. Chem. Soc. 53, 697, (2006).

Copyright @2019 | Designed by: Open Journal Systems Chile Logo Open Journal Systems Chile Support OJS, training, DOI, Indexing, Hosting OJS

Code under GNU license: OJS PKP