AN EFFICIENT MICROWAVE ASSISTED MULTICOMPONENT SYNTHESIS OF SOME 7-AMINO-3-(SUBSTITUTED PHENYL)-5-(SUBSTITUTED PHENYL)-[1,2,4]TRIAZOLO[4,3A]PYRIMIDINE-6-CARBONITRILE DERIVATIVES

  • Vitthal A. Divate
  • Savita Dhongade-desai

Abstract

A series of 7-amino-3-(substituted phenyl)-5-(substituted phenyl)-[1,2,4]triazolo [4,3a] pyrimidine-6-carbonitrile derivatives were synthesized from 4-amino-2-hydroxy (OR mercapto)-6-(substituted phenyl)-pyrimidine-5-carbonitrile, hydrazine hydrate and aromatic aldehydes. The derivatives were obtained in good yields by the microwave-assisted one-pot protocol in very short reaction time. The synthesized compounds were studied for QSAR by subjecting to a prediction of biological activities applying computer programme PASS. It is found that 7-Amino-3-(4-chloro-phenyl)-5-(2,4-dichloro-phenyl)-[1,2,4]triazolo[4,3-a]pyrimidine-6-carbonitrile is a promising anticonvulsant agent; which can be synthesized by an efficient, promising, and green synthetic method with high yield.

Keywords: Pyrimidine, Triazolo pyrimidine, Eco-friendly organic synthesis, Green Chemistry, Microwave Irradiation.

References

EM Grivsky, S Lee, CW Sigel, DS Duch, CA Nichol. J Med Chem 1987;23:3270.
2. BS Herbert, R Ferone, TA Herman, GH Hitchings, M Barnelt, SR Bushby. J Med Chem 1968;11:711. (b) Prakash L, Shaihla M, Mital RL. Pharmazie 1989;44:490.
3. J Matsumoto, S Minami. J Med Chem 1975;18:74. (b) Suzuki N. Chem Pharm Bull 1980;28:761.
4. GL Anderson, AD Broom. J Org Chem 1977;42:997. (b) Rahman LKA, Chhabra SR. Med Res Rev 1988;8:95.
5. HK Mitchell, EE Snell, RJ Williams. J Am Chem Soc 1941;63:2284.
6. Y Fellahi, P Dubois, V Agafonov, F Moussa, JE Ombetta-Goka, J Guenzet, et al. Bull Soc Chim Fr 1996;133:869.
7. D Broom, JL Shim, GL Anderson. Jr Org Chem 1976;41(7):1095-9.
8. EM Grivsky, S Lee, CW Sigel, DS Duch, CA Nichol. Jr Med Chem 1980;23:327-9.
9. LVG Nargund, YSR Reddy, R Jose. Ind Drugs 1991;29(1):45-6.
10. Donkor, CL Klein, L Liang, N Zhu, E Bradley, AM Clark. Jr Pharm Sci 1995;84(5):661-4.
11. JI Degraw, RL Kisliuk, Y Gaumont, CM Baugh. Jr Med Chem 1974;17(4):470-1.
12. JW Ellingboe, NJ Princeton CA 1996;124. Article ID: 176134q.
13. B Deyanov, RK Niyazov, FY Nazmetdivov, BY Syropyatov, VE Kolla, ME Konshin. Jr Pharm Chem 1991:25(4):248-50.
14. Loupy. Microwave in organic synthesis Ed. Wiley-VCH: Weinheim; 2002.
15. RS Varma. Pure Appl Chem 2001;13:193.
16. A Rahatgaonkar, A Rathod. Asian J Chem 2006;18(2):1039-42.
17. K Rathod. Int J Pharm Tech Res 2011;3(1):197-200.
Statistics
280 Views | 358 Downloads
How to Cite
Divate, V. A., and S. Dhongade-desai. “AN EFFICIENT MICROWAVE ASSISTED MULTICOMPONENT SYNTHESIS OF SOME 7-AMINO-3-(SUBSTITUTED PHENYL)-5-(SUBSTITUTED PHENYL)-[1,2,4]TRIAZOLO[4,3A]PYRIMIDINE-6-CARBONITRILE DERIVATIVES”. International Journal of Current Pharmaceutical Research, Vol. 6, no. 4, 1, pp. 20-24, https://innovareacademics.in/journals/index.php/ijcpr/article/view/3389.
Section
Original Article(s)