Synthesis and Characterization of 1,3,4- oxadiazole Derivatives using an Ultrasonic Technique

Faiq H. Saaid, Shatha J. Dawood, Bushra H. Marbeen

Abstract


In the present study, a new of 1,3,4-oxadizole derivatives(4a1,4a2,4b1,4b2) were synthesized using an ultrasonic technique.
Benzohydrazine and its substituted (2a, 2b) were obtained from the reaction of hydrazin with benzoylchloride and its substituted (1a, 1b). Compounds (2a, 2b) react with chloroacetic acid to form compounds (3a,3b) which react with p-phenylene diamine and hydrazine in presence of DMSO as a solvent to obtain new compounds (4a1,4a2, 4b1,4b2) by ultrasonic technique. The structures of the synthesized compounds were elucidated by spectral data: infrared spectra (FT-IR) and 1HNMR and CHN analysis. The synthesis compounds (4b1, 4b2, 4a1, and 4a2) were evaluated for antibacterial (Staphylococcus1 aureus) by the serial dilution method

Keywords


1, 3 , 4-oxadiazole;spectroscopic study; antibacterial activity; nitrogen, oxygen heterocyclic, synthesis.

Full Text:

PDF

References


Wagle, S., A.A. Vasudeva and N.K. Suchetha, 2008. Synthesis of some new 2-(3-Methyl-7-substituted-2-oxoquinoxalinyl)-5-(aryl)-1, 3, 4-oxadiazoles as potential non-steroidal anti-inflammatory and analgesic agents. Indian J. Chem., 47B: 439- 448.

Maqdoom Farooqi, Syed Nazimuddin, 2017. Synthsis of 1,3,4-Oxadizole.Asian Journal of Research in Chemistry,10 ,issue no. 2:154-157.

Xin-Ping, H., Z. Lin-Mei and Z. Zi-yi, 1999. Synthesis and antibacterial activities of 1, 3, 4-thiadiazole, 1, 3, 4-oxadiazole and 1,2,4-triazole derivatives of 5-methyl isooxazole. Indian J. Chem., 38B: 1066 - 1069.

KI Baht, K Sufeera and Sunil Kumar.2011. Synthesis,Characterization, and Biological Studies of 1, 3, 4-Oxadiazol Analoge. J.Youg Phram, 3(4):310-314.

Aziz-ur-Rehman1, S Gul, MA Abbasi, K Nafeesa, MN Akhtar, KM Khan, I.

Ahmad and S. Afzal. Synthesis and Evaluation of some New 5-Substituted-1, 3,4-oxadiazol-2yl-4-(morpholin-4yl Sulfonyl)benzyl Sulfides asAntibacterial Agent. Tropical Journal of Pharmaceutical Research, 2015; 14 (11): 2047-2053.

Basant Kumar, Arvind Kumar, Alok Kumar Beheraand and Vinit Raj.2016. Latest Update on Pharmacological Activities of 1,3,4-Oxadiazole Derivatives. Journal of Cell Science & Therapy, 7: issue no. 1:233-210.

Kornis, G., 1984. Comprehensive Heterocyclic Chemistry, Vol. 6, part 4B, (Edit by A. Katritzky,C. W. Rees and K. T. Potts) press, Oxford, pp: 575-577.

Ahmed, M., J.I. Jahan and S. Banoo, 2002. A simple spectrophotometric methods for the determination of Cu in industrial, environmental, Biological and soil, samples using 2,5-dimercapto1,3,4-thiadiazole. Anal. Sci., 18:805-810.

Yin Luo, Zhi-Jun Liu,Guo Chen, Jing Shi Jing Ran Li and Hai – Liang Zhu. 2016 .1,3,4-Oxadiazole dervatives as potential antitumor agents :optimization and biological activity valuation, Med. Chem.Commun, 7:263-271.

Wei Zhang, Berkeley W. Cue Jr., Rodrigo. Green Techniques for Organic Synthesis and Medical Chemistry. Stefani, John Wiley & Sons, Ltd.: United Kingdom, 2012.

Dong Chen, Sanjay K. Sharma, Ackmez Mudhoo, Handbook on application ultrasonic Sonochemistry for Sustainability, Taylor & Francis Group: USA, 2012.

Green Chemistry Environmentally Benign ApproachesEdited by Mazaahir Kidwai and Neeraj Kumar Mishra, ISBN 978-953-51-0334-9, Publisher: InTech, Chapter5, 2012. Zhichuan Shi,Zhigang Zhao , Meiwei Huang & Xiaolin Fu , 2015,Ultrasound-assisted,one pot, three component synthesis and antibacterial activities of novel indoles derivatives contaning 1,3,4-oxadizole and 1,2,4- trizole moieties,Comptes Rendus Chimi ,18,Issue:12; pp 1320-1327.

Ying-jie LEI, Xin-shi WU and Mei DING, 2013, Ultrasound promoted synthesis and antibacterial activity of 5- Aryl-1,3,4- oxadizole-2-yl Sulfanyl derivatives . Advanced Materials Research, ISSN: 1662-8985, 815; pp 803-806.

Jumat S., Nadia S., Ayad H., Hiba I., Emad Y., 2010. Synthesis and Antibacterial Activity of Some New 1, 3, 4-Oxadiazole and 1, 3, 4-Thiadiazole Derivatives. Journal of Applied Sciences Research, 6(7): 866-870.

L D Field, S Sternhell andJ R Kalman. Organic Structures From Spectra, John Willey & Sons, Ltd: England.2008.

B.D. Mistry. A Handbook of Spectroscopic Data Chemistry (UV, JR, PMR, 11CNMR and MassSpectroscopy), Oxford Book Company: Delhi. 2009.




DOI: http://dx.doi.org/10.23851/mjs.v29i2.183

Refbacks

  • There are currently no refbacks.


Copyright (c) 2018 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)