Abstract
A new facile route for synthesis of 3-(aryl)-8,9-diphenylfuro[3,2-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-diphenylfuro[2,3-d]pyrimidine and N-(arylmethylene)-4-imino-5,6-diphenylfuro[2,3-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.
GRAPHICAL ABSTRACT
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
ACKNOWLEDGMENTS
The authors sincerely thank Dr. Lari, Dr. Vahedi, and Mr. Imanpour for their support, encouragement, and helpful discussions.