Spectral Correlations and Antimicrobial Activities of Some (E)-N-Benzylidenepyridin-2-Amines

Sakthinathan, S.P.; Suresh, R.; Mala, V.; Sathiyamoorthi, K.; Kamalakkannan, D.; Ranganathan, K.; Arulkumaran, R.; Vijayakumar, S.; Sundararajan, R.; Vanangamudi, Ganesan; Thirunarayanan, Ganesamoorthy

doi:10.18052/www.scipress.com/ILCPA.11.77

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Spectral Correlations and Antimicrobial Activities of Some (E)-N-Benzylidenepyridin-2-Amines

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Abstract:

A series of aryl imines have been synthesized by Fly-ash: PTS catalyzed microwave assisted oxidative coupling of amines and aldehydes under solvent-free conditions. The yield of the imines has been found to be more than 90%. The purity of all imines has been checked using their physical constants and spectral data as published earlier in literature. The UV λ_maxC=N(nm), infrared νC=N(cm^-1), NMR δ(ppm) of CH=N and C=N spectral data have been correlated with Hammett substituent constants and F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituents on the above spectral data has been studied. The antimicrobial activities of all imines have been studied using Bauer-Kirby method.

Info:

Periodical:

International Letters of Chemistry, Physics and Astronomy (Volume 11)

Pages:

77-90

DOI:

https://doi.org/10.18052/www.scipress.com/ILCPA.11.77

Citation:

S.P. Sakthinathan et al., "Spectral Correlations and Antimicrobial Activities of Some (E)-N-Benzylidenepyridin-2-Amines", International Letters of Chemistry, Physics and Astronomy, Vol. 11, pp. 77-90, 2013

Online since:

April 2013

Authors:

S.P. Sakthinathan, R. Suresh, V. Mala, K. Sathiyamoorthi, D. Kamalakkannan, K. Ranganathan, R. Arulkumaran, S. Vijayakumar, R. Sundararajan, Ganesan Vanangamudi, Ganesamoorthy Thirunarayanan

Keywords:

Aryl Imines, Fly-Ash, IR Spectra, NMR Spectra, Oxidative Coupling Solvent-Free Synthesis, PTS

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Open Access

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Creative Commons Attribution 4.0 International License

References:

Lau K., Mayr Y., Cheung A., Inorg. Chim. Acta. 285 (1999) 223-225.

Schiff H., Ann. Chem. 131 1864 118-119.

Moffett R. B., Rabjohn N., Editor, Organic Synthesis; John Wiley & Sons, Inc., New York 4 (1963) 605-608.

Macho V., Kralik M., Hudec J., Cingelova J., J. Mol. Catal. A: Chem. 209 (2004) 69-73.

Bey P., Vevert J. P., Tetrahedron Lett. 18 (1977) 1455-1458.

Fleet G. W. J., Fleming I., J. Chem. Soc. (1969) 1758-1763.

Adams J. P., J. Chem. Soc. Perkin Trans. 1 (2000) 125-139.

Jungreis E., Thabet S., Marcell Dekker., Analytical Applications of Schiff bases, New York. 7 (1969) 149-177.

Croot P. L., Johansson M., Electroanalysis 12 (2000) 565-576.

Choi D., Lee S. K., Chung T. D., Kim H., Electroanalysis 12 (2000) 477-482.

Raman N., Muthuraj., Ravichandran V., Kulandaisamy S., A. J. Chem. Sci. 115 (2003) 161-167.

Gupta K. C., Sutar A. K., Coord. Chem. Rev 252 (2008) 1420-1450.

Yuan M., Zhao F., Zhang W., Wang Z. M., Gao S., Inorg. Chem 46 (2007) 11235 11242.

Fukuda H., Amimoto K., Koyama H., Kawato T., Tetrahedron Lett. 50 (2009) 5376 5378.

Liu Y. C., Yang C. Y., Inorg. Chem. Commun 12 (2009) 704-709.

Leung A. C. W., MacLachlan M. J., J. Inorg. Organomet. Polym Mate 17 (2007) 57 89.

Zishen W., Zhiping L., Zhenhuan Y., Transit. Met. Chem 18 (1993) 291-294.

Nejati K., Rezvani Z., Massoumi B., Dyes Pigment. 75 (2007) 653-657.

Naderi E., Jafari A. H., Ehteshamzadeh M., Hosseini M. G., Met. Chem. Phys. 115 (2006) 852-858.

Sriram D., Yogeeswari P., Myneedu N S., Saraswat V., BioorgMed. Chem. Lett 16 (2006) 2127-2129.

Stilinovic V., Cincic D., Kaitner B., Acta. Chim. Slov 55 (2008) 874-879.

Popp. F. D., J. Org. Chem. 26 (1961) 1566-1568.

Rao X., Huang X., He L., Song J., Song Z., Shang S., Comb. Chem. High Throughput. Screen. 15 (2012) 840-844.

Hadjipavlou-litina D. J., Geronikaki A. A., Drug Des. Discov. 15 (1996) 199-206.

Tiwary M., Naik S. N., Tiwari D. K., Mittal P. K., Yadav S., J. Vect. Brone Dis. 44 (2007) 198-204.

Venugopala K. N., Jayashree V., A. Indian J. Pharm. Sci. 70 (2008) 88-90.

Solak N., Rollas S., Arkivoc, xii (2006) 173-181.

Wadher S. J., Puranik M. P., Karande N. A., Yeole P. G., Int. J. Pharm. Tech. Res. 1 (2009) 22-33.

Cates A. L., Rasheed S. M., Pharm. Res. 6 (1984) 271-273.

Kuznetsov V. V., Palma A. R., Aliev A. E., Varlamov A. V., Prostakov N. S., Zh. Org. Khim. l27 (1991) 1579-1581.

Taggi A., EHafez A. M., Wack H., Young B., Ferrari D., Lectka T., J. Am. Chem. Soc. 124 (2002) 6626-6635.

Tsuge O., Kanemasa R., Adv. Heterocycl. Chem. 45 (1989) 231-249.

Owen N. L., Sultanbawa M. V. S., J. Chem. Soc. (1949) 3098-3105.

Kamalakkannan D., Vanangamudi G., Arulkumaran R., Thirumurthy K., Mayavel P., Thirunarayanan G., Elixir Org. Chem. 46 (2012) 8157-8166.

Thirunarayanan G., Indian J. Chem. 46B (2007) 1551.

Ranganathan K., Arulkumaran R., Kamalakkannan D., Vanangamudi G., Thirunarayanan G., Iup. J. Chem. 4(2) (2011) 60-70.

Katritzky A. R., Wang M. Y., Zhang S. M., Vonkov A. V. V., Steel P. J., J. Org. Chem. 66 (2001) 6787-6791.

Thirunarayanan G., Vanangamudi G., Sathiyendiran V., Ravi K., Indian J. Chem. 50(4) (2011) 593.

Bauer A. W., Kirby W. M. M., Sherris J. C., Truck M., Am. J. Clin. Pathol. 45 (1996) 493-498.

Sundararajan R., Arulkumaran R., Vijayakumar S., Kamalakkannan D., Suresh R., Ranganathan K., Sakthinathan S. P., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunarayanan G., Int. J. Pharm. Chem. Sci. 1(4) (2012) 1657-1677.

Hania M. M., E-Journal of Chemistry 6(3) (2009) 629-632.

Thirunarayanan G., Vanangamudi G., Spectrochim. Acta 81A (2011) 390-396.

Thirunarayanan G., Gopalakrishnan M., Vanangamudi G., Spectrochim. Acta 67A (2007) 1106-1112.

Jovanović B. Ž., Mišić-Vuković M., Marinković A. D., Vajs V., J. Mol. Struct. 642 (2002) 113-118.

Echevarria. A, Nascimento M. G., Geronimo, V. Miller.J., Giesbrecht A., J. Braz. Chem. Soc. 10 (1999) 60-64.

Fadhil G. F., Essa A. H., J. Iran Chem. Soc. 6 (2009) 808-811.

Swain C. G., Lupton Jr. E. C., J. Am. Chem. Soc. 90 (1968) 4328-4337.

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