Clove (Eugenia Caryophyllata) Extraction and Synthesis of New Pyrazole Derivatives from Eugenol

M. Khouili

Authors

M. Khouili

clove (eugenia caryophyllata), eugenol, 1, 3-dipolar cycloaddition, pyrazole, dipolarophile, nucleo-philic substitution (SN)., nucleo-philic substitution (SN)

Abstract

An efficient method for the preparation of novel 1,3,4-trisubstituted 4,5-dihydro-1H- pyrazoles via 1,3-dipolar cycloaddition has been described. Using this method, various pyrazole were synthesized from eugenol, a major phenolic constituent of clove bud essential oil, as dipolarophilic system and N-aryl-C-ethoxycarbonitrilimine: the (Z)-ethyl 2-bromo-2-(2-(4chlorophenyl)-hydrazono) acetate.

Downloads

Article PDF

How to Cite

Clove (Eugenia Caryophyllata) Extraction and Synthesis of New Pyrazole Derivatives from Eugenol. (2013). Global Journal of Science Frontier Research, 13(42), 1-6. https://journalofscience.org/index.php/GJSFR/article/view/103247

Download Citation

References

J. Usta, S. Kreydiyyeh, P. Barnabe, Y. Bou- Moughlabay, H. Nakkash-Chmaisse Usta, J.; Kreydiyyeh, S.; Barnabe, P.; Bou- Moughlabay, Y.; Nakkash-Chmaisse, H.

T. Ohkubo, M. Shibata (1997) Ohkubo, T.; Shibata M. J. Dent. 76, 848.

N. Yanishlieva, E. Marinova, P. Suppakul, J. Miltz, K. Sonneveld, S. Biger (2001) (a) Yanishlieva, N. 103.

S. Fujisawa, T. Atsumi, Y. Kadoma, H. Sakagami

M. Wie, M. Won, K. Lee, J. Shin, J. Lee, H. Suh, D. Song, Y. Kim

M. Sayyah, J. Valizadeh, M. Kamalinejad

M. Won, J. Lee, Y. Kim, D. Song, H. Suh, Y. Oh, J. Kim, T. Shin, Y. Lee, M. Wie (1998) Won, M. H.; Lee, J. C.; Kim, Y. H.; Song, D. K.; Suh, H. W.; Oh, Y. S.; Kim, J. H.; Shin, T. K.; Lee, Y. J.; Wie, M. B. Neurosci. 254, 101.

Y. Irie, W. Keung (2003) 963, 282.

K. Sumeet, K. Vivek, V. Raksh (2006) 245, 200.

J. Nicholas, A. Narbad, B. Craig, G. Williamson (2000) Nicholas, J. W.; Narbad, A.; Craig, B. F.; Williamson, G. 11, 490.

B. Souza, P. Dayse, T. Alini, M. Heiddy, C. Gisele, H. Olsen Mara, C. Lucio, O. Antunes (2007) Souza, B.; Dayse, P.; Alini, T. F.; Heiddy, M. A.; Gisele, C. S.; Olsen Mara, H. N.; Lucio, C. F. C. F.; Antunes O. A. C. 8, 1041.

S. Kei, K. Yoko, N. Tomohisa, H. Hatsuyuki, N. Nobuyoshi, H. Hiroki (2006) Kei, S.; Yoko, K.; Tomohisa, N.; Hatsuyuki, H.; Nobuyoshi, N.; Hiroki, H. 7, 2256.

M. Camacho, J. Leon, A. Entrena, G. Velasco, M. Carrion, G. Escames, A. Vivo, D. Castroviejo, M. Gallo, A. Espinosa (2004) (a) Camacho, M. E.; Leon, J.; Entrena, A.; Velasco, G.; Carrion, M. D.; Escames, G.; Vivo, A.; Castroviejo, D. A.; Gallo, M. A.; Espinosa, A. J. Med. Chem., 2004, 47, 5641. (b) Goodell, J. R.; Puig- Basagoiti, F.; Forshey, B. M.; Shi, P. Y.; Ferguson, D. M. J. Med. Chem., 2006, 49, 2127. (c) Schenone, S.; Brullo, C.; Bruno, O.; Bondavalli, F.; Mosti, L.; Maga, G.; Crespan, E.; Carraro, F.; Manetti, F.; Tintori, C.; Botta, M. Eur. J. Med. 47, 5641.

B. Cottineau, P. Toto, C. Marot, A. Pipaud, J. Chenault (2002) (a) Cottineau, B.; Toto, P.; Marot, C.; Pipaud, A.; Chenault, J. Bioorg. Med. Chem. Lett. 2002, 12, 2105. (b) Lee, K. Y.; Kim, J. M.; Kim, J. N. Tetrahedron Lett. 2003, 44, 6737. (c) John, W. L.; Patera, R. M.; Plummer, M. J.; Halling, B. P.; Yuhas, D. A. Pest. 12, 2105.

L. Goodman, A. Gilman (1980) The Pharmacological Basis of Therpeutics.

A. Shawali, N. Samy (2009) (a) Shawali, A. 2, 8.

J. Bouali, K. Rhazri, S. Hamri, J. Zaiter, H. Ouchetto, A. Hafid, H. El Batal, A. Hasib, M. Khouili (2013) Chemical and Process Engineering Research 2013. 12, 19-27.

Sharp B., Hamilton S. (1946) Sharp B.; Hamilton C. S. J. Amer. Chem. 68, 588.