Preheated Fly-Ash Catalyzed Cyclization of Chalcones: Synthesis of some Substituted Pyrazole-1-Carbothioamides and Spectral Correlations in 3-(3,4-Dichlorophenyl)-5-(Substituted Phenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides

Thirunarayanan, Ganesamoorthy; Sekar, K.G.

doi:10.18052/www.scipress.com/ILCPA.15.18

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Preheated Fly-Ash Catalyzed Cyclization of Chalcones: Synthesis of some Substituted Pyrazole-1-Carbothioamides and Spectral Correlations in 3-(3,4-Dichlorophenyl)-5-(Substituted Phenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides

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Abstract:

Some substituted 1-thiocarbomyl pyrazolines including 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamides using solvent-free preheated fly-ash catalyzed cyclization between chalcones and thiosemicarbazide microwave irradiation. The yields of these thiocarbomyl pyrazolines are more than 80%. The purities of these synthesised pyrazoline derivatives are checked by their physical constants and spectral data earlier reported in the literature. The spectral data of these 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamides had been correlated, using single and multi-linear regression analysis.

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Periodical:

International Letters of Chemistry, Physics and Astronomy (Volume 15)

Pages:

18-34

DOI:

https://doi.org/10.18052/www.scipress.com/ILCPA.15.18

Citation:

G. Thirunarayanan and K.G. Sekar, "Preheated Fly-Ash Catalyzed Cyclization of Chalcones: Synthesis of some Substituted Pyrazole-1-Carbothioamides and Spectral Correlations in 3-(3,4-Dichlorophenyl)-5-(Substituted Phenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides", International Letters of Chemistry, Physics and Astronomy, Vol. 15, pp. 18-34, 2013

Online since:

June 2013

Authors:

Ganesamoorthy Thirunarayanan, K.G. Sekar

Keywords:

3-(3,4-Dichlorophenyl)-5-(Substituted Phenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides, Hammett Correlations, Pre-Heated Fly-Ash, Solvent-Free Synthesis

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References:

Arulkumaran R., Vijayakumar S., Sundararajan R., Sakthinathan S. P., Kamalakkannan D., Suresh R., Ranganathan K., Rajakumar P. R., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 5 (2013) 21-38.

Sekar K. G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 8(3) (2013) 249-258.

Ruhoglu O., Özdemir Z., Çalis Ü., Gümüsef B., Bilgin A. A., Aarzenium, -Forsch/Drug Res. 55 (2005) 431-436.

Yusuf M., Jain P., Arab. J. Chem. doi: 10. 1016/j. arabjc. 2011. 09. 013, (2011).

Descacq P., Nuhrich A., Capdepuy M., Devaux G., Eur. J. Med. Chem. 25 (1990) 285-290.

Cihat S., Ayla T., Selma S., Nuran Y., J. Indian. Chem. Soc. 67, (1990) 571-575.

Abunada N. M., Hassaneen H. M., Kandile N. G., Miqdad O. A., Molecules. 13 (2008) 1011-1024.

Parmar S. S., Pandey B. R., Diwedi C., J. Pharm. Sci. 63 (1974) 1152-1155.

Kumar S., Bawa S., Drabu S., Kumar R., Gupta H., Recent Patents on Anti-Infective Drug Discovery 4 (2009) 154-163.

Rostom S. A. F., Bioorg. Med. Chem. 14 (2006) 6475-6485.

Solankee A., Solankee S., Patel G., Rasayan J. Chem. 3 (2008) 581-585.

Sahu S., Banerjee M., Samantra A., Behera C., Tropical J. Pharm. Res. 7 (2008) 961-968.

Mathew A., Mary Sheeja T. L., Arun Kumar T., Radha K., Hygeia J. D. Med. 3 (2011) 48-56.

Mishra N., Sasmal D., Bioorg. Med. Chem. Lett. 21 (2011) 1969-(1973).

Ashok D., Pallavi K., Jagath Reddy G., Srinivas Rao K., Heterocyclic Commun. 14 (2008) 55-62.

Ashok D., Pallavi K., Jagath Reddy G., Srinivas Rao K., Heterocyclic Commun. 14 (2008) 33-38.

Ashok D., Khalilullah M., Sudershan K., Indian J. Heterocyclic Chem. 18 (2008) 109-113.

Dawood N. T. A., IJPSR. 2 (2011) 2368-2375.

Malhotra P., Pattan S., Nikalje A. P., Int. J. Pharm. Pharm. Sci. 2 (2010) 21-26.

Gupta R., Gupta N., Jain A., Indian J. Chem. 49B (2010) 351-355.

Sakthinathan S. P., Vanangamudi G., Thirunarayanan G., Spectrochim. Acta. 95A (2012) 693-700.

Sasikala R., Thirumurthy K., Mayavel P., Thirunarayanan G., Org. Med. Chem. Lett. 2 (2002) 20, doi: 10. 1186/2191-2858-2-20.

Thirunarayanan G., Mayavel P., Thirumurthy K., Dineshkumar S., Sasikala R., Nisha P., Nithiyaranjani A., Eur. Chem. Bull. 2 (2013) 598-605.

Lv P. C., Li H. Q., Sun J., Zhou Y., Zhu H. L., Bioorg. Med. Chem. 18 (2010) 4606-4614.

Seebacher W., Michl G., Belaj F., Burn R., Saf R., Weis R., Tetrahedron 59 (2003) 2811-2819.

Thirunarayanan G., Surya S., Srinivasan S., Vanangamudi G., Sathiyendiran V., Spectrochim. Acta. 75A (2010) 152-156.

Thirunarayanan G., Mayavel P., Thirumurthy K., Spectrochim Acta. 91A (2012) 18-22.

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

Suresh R., Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Sathiyamoorthy K., Mala V., Vanangamudi G., Thirumurthy K., Mayavel P., G. Thirunarayanan., Spectrochim. Acta 101A (2013) 239-248.

Subramanian M., Vanangamudi G., Thirunarayanan G., Spectrochim Acta 110A (2013) 116-123.

Sathiyamoorthi K., Mala V., Sakthinathan S. P., Kamalakkannan D., Suresh R., Vanangamudi G., Thirunarayanan G., Spectrochim Acta 112A (2013) 245-256.

Patil V. S., Wadher S. J., Karande N. A., Yeole P. G., Int. J. Univ. Pharm Life Sci. 1 (2011) 16-25.

Pizzuti L., Piovesan L. A., Flores A. F. C., Quina F. H., Pereira C. M. P., Ultrasonics Sonochem. 16 (2009) 728-731.

Özdemir Z., Kandilci H. B., Gümüsef B., Çalis Ü., Bilgin A. A., Eur. J. Med. Chem. 42 (2007) 373-379.

Li J. T., Yin Y., Li L., Sun M. X., Ultrasonics Sonochem. 17 (2010) 11-13.

Chawla R., Sahoo U., Arora A., Sharma P. C., Radhakrishnan V., Acta Poloniae Pharm. Drug Res. 67 (2010) 55-61.

Patil V. M., Desai, K. R., Arkivoc. 1 (2004) 123-129.

Arulkumaran R., Vijayakumar S., Sakthinathan, S. P., Kamalakkannan D., Ranganathan K., Suresh R., Sundararajan R., Vanangamudi G., Thirunarayanan G., J. Chil. Chem. Soc. 58(2) (2013) 1553-1558.

Arulkumaran R., Vijayakumar S., Sundararajan R., Sakthinathan . S P., Kamalakkannan D., Suresh R., Ranganathan K., Vanangamudi G., Thirunarayanan, G., International Letters of Chemistry, Physics and Astronomy 4 (2012) 17-38.

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

Vijayakumar S., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Suresh R., Kamalakkannan D., Ranganathan K., Sathiyamoorthy K., Mala V., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 9(1) (2013).

Janaki P., Sekar K. G., Thirunarayanan G., Org. Chem.: An Indian J. 9 (2013) 68-80.

Thirunarayanan G., Vanangamudi G., Sathiyendiran V., Ravi K., Indian J. Chem. 50B (2011) 593-604.

Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 9(2) (2013) 152-161.

Ranganathan K., Suresh R., Kamalakkannan D., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 4 (2012).

Sakthinathan S. P., Suresh R., Mala V., Sathiyamoorthi K., Kamalakkannan D., Ranganathan K., Arulkumaran R., Vijayakumar S., Sundararajan R., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 6 (2013).

Sathiyamoorthi K., Mala V., Suresh R., Sakthinathan S. P., Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Vijayakumar S., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 7(2) (2013).

Sekar K. G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 8(2) (2013) 160-174.

Thirunarayanan G., Vanangamudi G., Subramanian M., Org. Chem.: An Indian J. 9(1) (2013) 1-16.

Swain C. G., Lupton E. C. Jr., J. Am. Chem. Soc. 90 (1968) 4328-4337. ( Received 16 May 2013; accepted 20 May 2013 ).

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Cited By:

[1] G. Thirunarayanan, K. Sekar, "Solvent-free one-pot cyclization and acetylation of chalcones: Synthesis of some 1-acetyl pyrazoles and spectral correlations of 1-(3-(3,4-dimethylphenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones", Journal of Saudi Chemical Society, Vol. 20, p. 661, 2016

DOI: https://doi.org/10.1016/j.jscs.2013.12.002

[2] G. Thirunarayanan, K. Sekar, "SiO2-H2SO4 catalysed, microwave-assisted cyclization cum acetylation of 2-propenones under solvent-free condition: Synthesis and spectral correlations of some 1-acetyl pyrazolines", Journal of Taibah University for Science, Vol. 8, p. 124, 2014

DOI: https://doi.org/10.1016/j.jtusci.2013.11.003