Synthesis and spectral studies of some metal complexes derived from 1,3,4-oxadiazole and Evaluated of biological activity

Taleb M. Khrabit

Abstract


In this study we reports the preparation and characterization of ligand [L1] [2,5-bis(4-butoxy phenyl) -1,3,4- oxadiazole in four steps. First from (4-hydroxy benzoic acid) treated with solution of potassium hydroxide and normal bromo alkane (RBr) R=[(CH3(CH2)3] to prepared precursor [ H1] 4-( butyloxy) benzoic acid. The second step have been prepared the precursor [H2]4-( butyloxy) benzoate from compound [H1] in methanolic acidic solution with drops of H2SO4 . The third step prepared the precursor [H3] 4-(n-butoxy) benzo hydrazide by the reaction [H2] and hydrazine hydrate(90%). The last step reaction between precursor [H1] and [H3] in present of POCls to obtained ligand [L1]. The primary ligand [L1] was characterized by Fourier transform infrared spectraFT-IR,1H-NMR,13C-NMR,Termal Gravimetric analysis (UV-Vis) spectrophotometer, Mass spectroscopy and elemental microanalysis (C-H-N) and melting point .The secondary ligand benzyl (propane-2-yl) carbamodithioate (S-bpth) was prepared according to the litreture (13). The Ag(L1) complex was prepared from 2 mole of L1 and one mole of AgNO3 in CH2Cl2 solvent at inert condition. The complexes Ni(II), Pd(II), Pt(II), Cu(II) and Zn(II) were synthesized from the two mole of primary ligand(L1 ) and one mole secondary ligand (S-bpth) with one m mole of metal chloride in ethanol medium and characterized comprehensively by Fourier transform infrared spectra(FT-IR), (UV-Vis) spectrophotometer, elemental microanalysis (C.H.N) metal analysis, Atomic absorption spectrophotometer

Full Text:

PDF

References


.Padmavathi, V. Subbaiah DRCV, Mahesh K and Lakshmi, TR.''Synthesis of and bioassay of amino-pyrozole, aminoisoxazolonand amino- pyrimidinone derivatives'' Chem PharmBull, 55, 1704-1709, (2007).

Bazgir, A. Khanaposhtani, M M. andSooski, AA.'', One pot synthesisand antibacterial pyrazolo[4’,3’:5,6]pyrido[2,3-d] pyrmidine- dionederivativesBioorgMed ChemLett,18, 5800-5803, (2008).

Shinde DB, Aaglawe MJ, Dhule SS, Bahekar SS andWakte PS.''Synthesis & antibacterial activity of some oxazolonederivatie '',J KorChem , 47,133-136, (2003).

Achson A. '',An introduction to the chemistry of heterocyclic compounds'' ,Willy-Intersciences, India, 3rd ed., (2009).

Loetchutinat, C. Chau, F. Mankhetkorn, S.'' Synthesis and evaluation of 5-aryl-3-(4-hydroxyphenyl)-1, 3, 4-oxadiazole-2-(3H)-thiones as P-glycoprotein inhibitors" Chemical and pharmaceutical bulletin, 51 (6), 728-730,( 2003) .

''Potent anticancer agents. Bioorganic & medicinal chemistry letters'', 19 (15), 4492-4494,(2009).

Revaansiddappa ,B. C. and 7-7-7Subrahmanyam E. V., Int. J. Chem. Tech. Res, 2 , No.2 , pp. 1094 -1096, (2010) .

Kumar, D.; Sundaree, S. Johnson, E. O. Shah, K', An efficient synthesis and biological study of novel indolyl-1, 3, 4-oxadiazoles as71 .

KastureV. S. Katti S. A., Mahajan D., Wagh R., Mohan M. and KSB. Pharmacol Online,1, 385 – 395, (2009 ) .

MahajanS. K. Dr. Chaudhari R. Y. WRS. J Pharm Res, 4(7), 2285 – 2287,( 2011).

MandalS., Saha D., Jain B. and JVK, Int J ResPharma BiomedSci, 2(1),( 2011).

Subramani A. K., Kaliapan I., Bairam R. and NR,Der PharmaChemica, 1(1), 70-77, (2009).

Vocels.B P. ,“ Text Book of Partical organic Chemistry ,” Ed 5 p(902).

Porter QN.,''Mass Spectroscopy of heterocyclic compounds , 2nd ed. , Wiely, New Yourk,. p 883. 1985.

Wu J. Liu X.Cheng X. Cao Y.Wang D. Li Z. XW. Witvrouw M, Clercq E, Mol. 12, 2003-2016, (2007).

(a) Denes Nemcsok, AttilaKovacs KMS and VML.,''Vibrational spectroscopic and theoretical study of 3,5-dimethyl-1-thiocarboxamide pyrazole(L) and the complexes Co andCu. ChemPhys, 328, 85-92, ( 2006).

(b) Nakamoto. “Infrared and raman spectra of inorganic and coordination compounds.” Wiley Intersciience, New York,(1997).

M .J . Al- Jeebori AAA and N. A bou. No Title,’’ Novel Pentadentate Ligand of N3 S2 Donor Atoms and Its’ Complexes With (Ni ,Co ,Cu, Fe ,Hg ,Ag,and Re. J Ibn Al-Haitham Pure Appl Sci. 17, 3 ,80,(2004).

Carolin SH and AM, Baghdad Sci J. 9(4),668-679,(2012)

Bonati F. and Ugo R. J. Organomet Chem,10:257–268,( 1967).

- Lever A. B. P. E“Inorganic Electronic Spectroscopy“, lsevier Science Publishers, 1984; 2nd Ed., Amsterdam. 161

lever. A.B.E, “Inorganic Electronic Spectroscopy“, lsevier Science Publishers, 2nd Ed,161, (1984).

- S. Marguet, D. Markovitsi, P. Millie´, H. Sigal and S. Kumar,J. Phys. Chem. B, 102, 4697, (1998).

E.I. Yousif, H. A. Hassan, R. M. Ahmad MJA-J.’’, Formation of macrocyclic complexes with bis (dithiocarbamato) ligands: Synthesis, spectral characterization and bacterial activity ,'' Der Chem Sin, 53-65, (2016).

T. H. Muat M. . A,’’ phenoxo and azido-bridged complexes withN2OS2 Schiff-base ligand: Synthjesis, spectral investigation and bacterial activity ,'' 2,156-171, (2016).

Joseph A. Lemire, Joe J. Harrison R and JT. “Antimicrobial activity of metals: mechanisms, Molec.Targ.




DOI: http://dx.doi.org/10.23851/mjs.v29i4.415

Refbacks

  • There are currently no refbacks.


Copyright (c) 2019 Al-Mustansiriyah Journal of Science

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.


Copyright (c) 2018 by Al-Mustansiriyah Journal of Science
ISSN: 1814-635X (Print), ISSN: 2521-3520 (online)