Synthesis of 4,4´-(Arylmethylene)bis(1H-pyrazol-5-ols) catalyzed by nanosilica supported perchloric acid in water
الموضوعات : Iranian Journal of CatalysisBahareh Sadeghi 1 , Maryam Ghorbani Rad 2
1 - Department of Chemistry, Yazd Branch, Islamic Azad University, P.O. Box 89195-155, Yazd, Iran.
2 - Department of Chemistry, Yazd Branch, Islamic Azad University, P.O. Box 89195-155, Yazd, Iran.
الکلمات المفتاحية: Water, Nano-SiO2/HClO4, Aromatic aldehydes, 3–Methyl-1-phenyl-2-pyrazoline-5-one,
ملخص المقالة :
Reaction between aromatic aldehydes and 3–methyl-1-phenyl-2-pyrazoline-5-one catalyzed by nano-SiO2/HClO4 in water under reflux provided a simple and efficient route for the synthesis of 4-((5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)(aryl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol derivatives in high yields.
[1] F. Wei, B.X. Zhao, B. Huang, L. Zhang, C.H. Sun, W.L. Dong, D.S. Shin, J.Y. Miao, Bioorg. Med. Chem. Lett. 16 (2006) 6342-6347.
[2] B. Cottineau, J. Chenault, G. Guillaumet, Tetrahedron Lett. 47 (2006) 817-820.
[3] A.A. Bekhit, T. Adbel-Aziem, Bioorg. Med. Chem. 12 (2004) 1935-1945.
[4] M. Popsavin, L. Torović, S. Spaić, S. Stankov, A. Kapor, Z. Tomić, V. Popsavin, Tetrahedron 58 (2002) 569-580.
[5] I. Okada, T.J. Fukuchi, J. Pestic. Sci. 25 (2000) 310-320.
[6] S. Sugiura, S. Ohno, O. Ohtani, K. Izumi, T. Kitamikado, H. Asai, K. Kato, J. Med. Chem. 20 (1977) 80-84.
[7] C.E. Rosiere, M.I. Grossman, Science113 (1951) 651-653.
[8] D.M. Bailey, P.E. Hansen, A.G. Hlavac, E.R. Baizman, J. Pearl, A.F. Defelice, M.E. Feigenson, J. Med. Chem. 28 (1985) 256-260.
[9] R.N. Mahajan, F.H. Havaldar, P.S. Fernandes, J. Indian Chem. Soc. 68 (1991) 245-246.
[10] K. Sujatha, G. Shanthi, N.P. Selvam, S. Manoharan, P.T. Perumal, M. Rajendran, Bioorg. Med. Chem. 19 (2009) 4501-4503.
[11] S. Tayebi, M. Baghernejad, D. Saberi, K. Niknam, Chin. J. Catal. 32 (2011) 1477-1483.
[12] E. Soleimani, S. Ghorbani, M. Taran, A. Sarvary, C. R. Chim. 15 (2012) 955-961.
[13] K. Lee, A. N. Sathyagal, A. V. McCormick, Colloids Surf. A 144 (1998) 115-125.
[14] B. Sadeghi, A. Hassanabadi, S, Bidaki, J. Chem. Res. 35 (2011) 666-668.
[15] B. Sadeghi, J. Chem. Res. 37 (2013) 171-173.
[16] B. Sadeghi, A. Namakkoubi, A. Hassanabadi, J. Chem. Res. 37 (2013) 11-13.
[17] B. Sadeghi, S. Zavar, A. Hassanabadi, J. Chem. Res. 36 (2012) 343-346.