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A Facile Synthesis of 2-Amino-5-Cyano-4, 6-Disubstitutedpyrimidines under MWI
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International Journal of Organic Chemistry·Volume 01 (2011)·Pages 47–52·Published 5 May 2011·DOI10.4236/ijoc.2011.12009
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Abstract
Microwave Assisted Organic Synthesis (MAOS) is energy efficient and effective tool to speed up the synthesis for drug discovery process. In the present study we report a novel protocol for the rapid, high throughput synthesis of mononuclear 2-amino-5-cyano-4,6-disubstituted pyrimidines, adaptable to parallel synthesis for compound libraries. The overall reaction time in hrs has been reduced to 25 - 50 minutes with improved yields.
KeywordsMicrowave Assisted Organic Synthesis (MAOS)2-Amino-5-Cyano-26-DisubstitutedpyrimidinesΑ-Cyanoketene SS-Acetals
- K. S. Jain, T. S. Chitre, P. B. Miniyar, M. K. Kathiravan, V. Bendre, V. Veer, S. Shahane, and C. Shishoo, “Biological and Medical significance of pyrimidines”, Current Science, Vol 90, 2006, pp. 793-799.
- R. Butler, in “ Comprehensive Heterocyclic Chemistry”, ed, A. Katritzky and C.Rees, Pergamon Press, Oxford, Vol. 5. 1984, pp 796-798.
- D. Brown, in “Comprensive Heterocyclic Chemistry”, ed. A. Katritzky and C. Rees, Pergamon press, Oxford, Vol. 3, 1984, pp 57-61.
- R.J. Vishnu, V. Berge, A. Dirk, “Synthesis of Pyrimidines and Fused Pyrimidines as leishmanicides and herbicides”, Journal Fur Praktische Chemie, Vol 331, 1989, pp. 893-905.
- H. Kristison, O. Kristinson, “Substituted pyrimidines” Eur. pat. EP 244,360, 1987, Chemical Abstract, 1988, 108, pp 186761.
- B. Detlef, G. Wagner, Z. Chem., Vol 25, 1985, pp. 141.
- E. Kniner, F. Eberhard, K. Regina, Ger. (East) Pat. DD 157, 192, 1982, Chem. Abstr. Vol. 98, 1983, pp 215609.
- J. Bagli, “Amino-pyrimidine derivatives”. Eur. Pat. EP 130,735, 1985, Chemical Abstract, Vol. 103, 1985, pp 6358.
- M. Perez, J. Soto, "Synthesis of 6-Alkoxy-2-amino-5-cyanopyrimidines through sodium Alkoxide-Induced Regiospecific Cyclization of 1,3-Dicarbonitriles’’, Synthesis, Vol 12, 1981, pp. 955-958.
- A. Kumar, V. Agrawal, H. Ila, H. Jujappa, “A Novel and Convenient Synthesis of 2- Amino-4-(N-alkyl-N-arylamino)-pyrimidines using Poolarized Ketene S,S- and S,N-arylamino)-pyrimidines using Poolarized Ketene S,S- and S,N- Acetals”, Synthesis, Vol 9, 1980, pp. 748.
- J. Asserka, H. Schwelmlan, J. Perine, US Pat.03, 282, 1995, Chemical Abstract, Vol. 122, 1995, pp 239716.
- Z. Folki, A. Salaman, Chemische Berichte, Vol 74, 1941, pp. 1126.
- S. Nishiqate, K. Senqa, K. Arda, T. Takabatake, F. Yosuda, Chemical and Pharmaceutical Bulletin, Vol 18, 1970, pp. 1003.
- P. Juby, T. Hudyma, M. Brown, M. Essery, R. Partyka, “Antiallergy agents. 2. 2-Phenyl-5-(1H-tetrazol-5-yl)pyrimidin-4(3H)-ones”, Journal of Medicinal Chemistry, Vol 25, 1982, pp. 1145-1150.
- A. Abd-Elfattah, S. Hussain, A. El-Reedy, N. Yousif, “Reactions with α-substituted cinnamonitriles : A novel synthesis of prylpyrimidines,” Tetrahedron, Vol 39, 1983, pp. 3197-3199.
- V. Bhadti, Ph.D Thesis, Gujrat University, 1985.