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New Facile Route to Synthesize Furo[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine and Furo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine Derivatives
Authors:Mehdi Soleimany  Jalil Lari  Hooshang Vahedi  Morteza Imanpour
Institution:1. Department of Chemistry , Payame Noor University , Tehran , Iran mehdi_soleimany2005@yahoo.com;3. Department of Chemistry , Payame Noor University , Tehran , Iran
Abstract:A new facile route for synthesis of 3-(aryl)-8,9-diphenylfuro3,2-e]1,2,4]triazolo pyrimidines derivative from the same starting material, 2-amino-4,5-diphenylfuran-3-carbonitrile, has been developed through heterocyclization of the corresponding arylidene-hydrazono-5,6-diphenylfuro2,3-d]pyrimidine and N-(arylmethylene)-4-imino-5,6-diphenylfuro2,3-d]pyrimidin-3(4H)-amine under refluxing condition with acetic anhydride followed by air oxidation. The products were obtained in good yield with an easy workup along with the purification of products by a nonchromatographic method. This general synthetic procedure can be extended to the preparation of a wide range of isomeric triazoles using 2-amino 3-carbonitrile bifunctional derivatives.
Keywords:Acetic anhydride  air oxidation  2-(aryl)-8  9-diphenylfuro[3  2-e][1  2  4]triazolo[1  5-c]pyrimidines  3-(aryl)-8  9-diphenylfuro[3  2-e][1  2  4]triazolo[4  3-c]pyrimidines  arylidene-hydrazono-5  6-diphenylfuro[2  3-d] pyrimidines  heterocyclization  N-(arylmethylene)-4-imino-5  6-diphenylfuro[2  3-d]pyrimidin-3(4H)-amines
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