25Mar 2019

NATURAL ACID CATALYZED SYNTHESIS OF SCHIFF BASE FROM SALICYLALDEHYDE AND PTOLUIDINE AND ITS ANTIMICROBIAL POTENTIAL.

  • Department of Chemistry and Research centre, Womens Christian college, Nagercoil.
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One of the major category of compounds in medicinal chemistry related to Schiff base, which are known for their versatile pharmacological activity and well known drugs are isoniazid and pyrazinamid. Schiff bases have been synthesized by the condensation of primary amine with aldehyde under organic solvent free condition. Nowadays the solvent-free approach to the synthesis of molecules becomes an attractive one since the majority of solvents are either toxic or flammable and adds considerably to the cost of overall synthesis. In many cases, the solvent-free approach improves selectivity, reduces reaction time, and simplifies separation and purification of products than the conventional methods. Natural acid is non-polluting and does not employ any lethal materials, quantifying if as a green approach for the synthesis of Schiff bases. Thus, the presents study uses kaffir lime as a natural acid catalyst for the synthesis of Schiff base from salicylaldehyde and p-toluidine. The synthesized product was characterized by UV-Visible, FT-IR, 1H-NMR spectral techniques. The antimicrobial potential of this Schiff base is tested against bacteria and fungi. This eco-friendly reaction has many advantages like economical, environmental, mild reaction conditions and simple work-up with high product yield.


  1. Wardencki, w., Curylo, J., Namiesnik, J., Green chemistry-current and future issues, Polish Journal of Environmental Studies, 2005, 14, 389-395.
  2. Manmohan, S., Arjun, S., Khan, S.P., Eram, S., Sachan, N.K., Green chemistry potential for past, present and future perspectives, International Research Journal of Pharmacy, 2012, 3, 31-36.
  3. Rani, B., Maheshwari, R., Chauhan, A.K., Singh, U., Potentiality of green chemistry for future perspectives, International Journal of Pharmaceutical and Chemical Sciences, 2012, 1, 97-104.
  4. Ravichandran, S., Implementation of green chemistry principles into practice, International Journal of ChemTech Research, 2011, 3, 1046-1049.
  5. Rao, V.K., Reddy, S.S., Krishna, B.S., Naidu, K.R.M., Raju, C.N., Ghosh, S.K., Synthesis of schiff?s bases in aqueous medium: a green alternative approach with effective mass yield and high reaction rates, Green Chemistry Letters and Reviews, 2010, 3, 217-223.
  6. Chawla, A., Sukhmandeep, K., Kuldeep, K., Chawla, P., Dhawan, R.K., A current review of synthesis methods of schiff bases, SK International Journal of Multidisciplinary Research Hub, 2015, 2, 10-18.
  7. Patil, S., Jadhav, S.D., Patil, U.P., Natural acid catalyzed synthesis of schiff base under solvent-free condition: As a green approach, Archives of Applied Science Research, 2012, 4, 1074-1078.
  8. Vijayalakshmi, K., Punitha, N., Mangalam, M., Selvan, S.A., Green synthesis of schiff base and its complex using natural acid catalyst under microwave condition, International Journal of Nano Corrosion Science and Engineering, 2015, 2, 31-36.
  9. Deivanayagam, P., Bhoopathy, R.P., Thanikaikarasan, S., Synthesis, characterization, antimicrobial, analgesic and CNS studies of Schiff base Cu (II) complex derived from 4-choro-o-phenylene diamine, International Journal of Advanced Chemistry, 2014, 2, 166-170.
  10. Ashraf, M.A., Mahmood, K., Wajid, A., Synthesis, characterization and biological activity of schiff bases, International Conference on Chemistry and Chemical Process, 2011, 10, 1-7.
  11. Elmali, A., Kabak, M., Elerman, Y., Keto-enoltautomerism, conformations and structure of N-(2-hydroxy-5-methylphenyl), 2-hydroxy benzaldehyde imine, Journal of Molecular Structure, 2000, 477, 151-158.
  12. Ramadhan, U.H., Haddad, H.M., Ezaria, Z.G., Synthesis of schiff bases complexes as anti-inflammatory agents, World Journal of Pharmacy and Pharmaceutical Sciences, 2016, 5, 98-108.
  13. Muzammil, K., Trivedi, P., Khetani, D.B., Synthesis and characterization of schiff base m-nitro aniline and their complexes, Research Journal of Chemical Sciences, 2015, 5, 52-55.
  14. Bader, N.R., Applications of schiff?s bases chelates in quantitative analysis-A review, Rasayan J. Chem, 2010, 3, 660-670.
  15. Arafa, W.A.A., Shaker, R.M., Facile green chemistry approaches towards the synthesis of bis-Schiff bases using ultrasound versus microwave and conventional method without catalyst, General papers, 2016, 3, 187-201.
  16. Wahab, A., Haider, S.S., Mahmood, I., Mahmood, T., Sherwani, S.K., Kanwal, S., Synthesis of schiff bases from natural products and their remarkable antimicrobial and antioxidant activity, FUUAST J. BIOL, 2014, 4, 27-32.
  17. Kasuan, N., Muhammad, Z., Yusoff, Z., Rahiman, M.H.F., Taib, M.N., Haiyee, Z.A., Extraction of Citrus hystrix D.C (Kaffir lime) essential oil using automated steam distillation process: Analysis of volatile compounds, Malaysian Journal of Analytical Sciences, 2013, 17, 359-369.

[A. Subathra and R. Ajitha. (2019); NATURAL ACID CATALYZED SYNTHESIS OF SCHIFF BASE FROM SALICYLALDEHYDE AND PTOLUIDINE AND ITS ANTIMICROBIAL POTENTIAL. Int. J. of Adv. Res. 7 (Mar). 1024-1029] (ISSN 2320-5407). www.journalijar.com


A.Subathra and Dr.R.Ajitha
Department of Chemistry and Research Centre, Women\'s Christian College, Nagercoil.

DOI:


Article DOI: 10.21474/IJAR01/8732      
DOI URL: https://dx.doi.org/10.21474/IJAR01/8732