• Amin O. Elzupir Al Imam Mohammad Ibn Saud Islamic University, Committee on Radiation and Environmental Pollution Protection, Riyadh, Saudi Arabia.
  • Ahmed E. M. Saeed Sudan University of Science and Technology, Department of Chemistry, College of Science, Khartoum, Sudan
  • IZZELDEEN E. BARAKAT Sudan University of Science and Technology, Department of Chemistry, College of Science, Khartoum, Sudan
  • Jan H. Van Der Westhuizen Sudan University of Science and Technology, Department of Chemistry, College of Science, Khartoum, Sudan


Pyrimidine, Pyrazole, Sonochemistry, Microwave synthesis


A novel approach have been developed for synthesis of a series of 2- amino 4,6- diaryl pyrimidines and 3,5-diaryl -1H- pyrazoles, using a condensation reaction of guanidine or hydrazine with enones compounds, in the presence of ethanol as solvent and NaOH as catalyst. Ultrasound was used for solvation of the enones, followed by microwave for heterocyclization reaction. A moderate to good yield has been gotten in a short period of time. The structures of synthetic compounds have been elucidated by 1H NMR, EI-MS, FT-IR and UV-Vis spectroscopy. Moreover, the mechanism of reaction was investigated, the products were formed through direct addition to hard electrophile followed by heterocyclization.


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Agarwal A, Srivastava K, Puri SK, Chauhan PMS. Analogs of 1alpha,25-dihydroxyvitamin D3 with high potency in induction of osteoclastogenesis and prevention of dendritic cell differentiation: synthesis and biological evaluation of 2-substituted 19-norvitamin D analogs. Bioorg Med Chem 2005;13:4645-56.

Falcao EPS, de Melo SJ, Srivastava RM, Catanho MTJA. Do Nascimento SC. Synthesis and antiinflammatory activity of 4-amino-2-aryl-5-cyano-6-{3- and 4-(N-phthalimidophenyl)} pyrimidines. Eur J Med Chem 2006;41:276-82.

Gressler V, Moura S, Flores AFC, Flores DC, Colepicolo P, Pinto E. Antioxidant and Antimicrobial Properties of 2-(4,5-Dihydro-1H-pyrazol-1-yl)-pyrimidine and 1-Carboxamidino-1H-pyrazole Derivatives. J Braz Chem Soc 2010;21:1477-83.

Gholap AR, Toti KS, Shirazi F, Deshpande MV, Srinivasan KV. Efficient synthesis of antifungal pyrimidines via palladium catalyzed Suzuki/Sonogashira cross-coupling reaction from Biginelli 3, 4-dihydropyrimidin-2 (1< i> H)-ones. Tetrahedron 2008;64:10214-23.

Ho YW, Yao WH. Dyes Pigments 2009;82:6.

Hassan SY. Synthesis and Biological Activity of Some New Pyrazoline and Pyrimidine Derivatives. J Braz Chem Soc 2011;22:1286.

Hockova D, Holy A, Masojidkova M, Andrei G, Snoeck R, Clercq ED. Synthesis and antiviral activity of 2,4-diamino-5-cyano-6-[2-(phosphonomethoxy)ethoxy]pyrimidine and related compounds. Balzarini J Bioorg Med Chem 2004;12:3197-202.

Biagini P, Biancalani C, Graziano A, Cesari N, Giovannoni MP, Cilibrizzi A, et al. Functionalized pyrazoles and pyrazolo[3,4-d]pyridazinones: Synthesis and evaluation of their phosphodiesterase 4 inhibitory activity. Bioorg Med Chem 2010;18:3506-15.

Padmaja A, Rajasekhar C, Muralikrishna A, Padmavathi V. Synthesis and antioxidant activity of oxazolyl/ thiazolyl sulfonylmethyl pyrazoles and isoxazoles. Eur J Med Chem 2005;46:5034-8.

Sauzem PD, Machado P, Rubin MA, Sant’Anna GS, Faber HB, de Souza AH, et al. Design and microwave-assisted synthesis of 5-trifluoromethyl-4,5-dihydro-1H-pyrazoles: novel agents with analgesic and anti-inflammatory properties. Eur J Med Chem 2008;43:1237-47.

Rostom SAF, Badr MH, Abd El Razik HA, Ashour HMA, Abdel Wahab AE. Synthesis of Some Pyrazolines and Pyrimidines Derived from Polymethoxy Chalcones as Anticancer and Antimicrobial Agents. Arch Pharm Chem Life Sci 2011;344:572-87.

Fullam E, Talbot J, Abuhammed A, Westwood I, Davies SG, Russell AJ, et al. Design, synthesis and structure-activity relationships of 3,5-diaryl-1H-pyrazoles as inhibitors of arylamine N-acetyltransferase. Bioorg Med Chem Lett 2013;23:2759-64.

Kumar N, Chauhan A, Drabu S. Synthesis of cyanopyridine and pyrimidine analogues as new anti-inflammatory and antimicrobial agents Biomed Pharmacother 2011; 65(5):375-80.

Shaw AY, Liau H, Lu P, Yang C, Lee C, Chen J, et al. 3,5-Diaryl-1H-pyrazole as a molecular scaffold for the synthesis of apoptosis-inducing agents. Bioorg Med Chem 2010;18:3270-8.

Cocconcelli G, Diodato E, Caricasole A, Gaviraghi G, Genesio E, Ghiron C, et al. Aryl azoles with neuroprotective activity—Parallel synthesis and attempts at target identification. Bioorg Med Chem 2008;16:2043-52.

Heravi MM, Sadjadi S, Oskooie HA, Shoar RH, Bamoharram FF. Tetrahedron Lett 2009;50:662.

Lanier MC, Feher M, Ashweek NJ, Loweth CJ, Rueter JK, Slee DH, et al. Selection, synthesis, and structure-activity relationship of tetrahydropyrido[4,3-d]pyrimidine-2,4-diones as human GnRH receptor antagonists. Bioorg Med Chem 2007;15:5590-603.

Tyagarajan S, Chakravarty PK. Tetrahedron Lett 2005;46:7889.

Lidstrom P, Tiemey J, Wathey B, Westman J. Tetrahedron 2001;57:9225.

Santos HM, Lodeiro C, Capelo-MartRnez JL.; ED., WILEY-VCH Verlag GmbH & Co. 2009, Ch 1, 1-16.

Elzupir A. O.; Saeed A. E. M.; Barakat I. E.; Van Der Westhuizen J. H. Int J Curr Pharm Res, 2013, 5, 23.



How to Cite

Elzupir, A. O., A. E. M. Saeed, I. E. BARAKAT, and J. H. V. D. Westhuizen. “ULTRASOUND-ASSISTED MICROWAVE SYNTHESIS AND MECHANISTIC ASPECT OF 2-AMINO-4, 6-DIARYL PYRIMIDINES AND 3, 5-DIARYL-1H- PYRAZOLES”. International Journal of Current Pharmaceutical Research, vol. 7, no. 1, Jan. 2015, pp. 7-12, https://journals.innovareacademics.in/index.php/ijcpr/article/view/4727.



Original Article(s)