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 |
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Authors: | Mehdi Soleimany Jalil Lari Hooshang Vahedi Morteza Imanpour |
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Institution: | 1. Department of Chemistry , Payame Noor University , Tehran , Iran mehdi_soleimany2005@yahoo.com;3. Department of Chemistry , Payame Noor University , Tehran , Iran |
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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. |
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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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