Synthesis of methyl 6-amino-5-cyano-4-aryl-2,4-dihydropyrano[2,3-c]pyrazole-3-carboxylates using nanocrystalline ZnZr4(PO4)6 ceramics as an efficient catalyst

Authors

  • Abolfazl Ziarati School of Chemistry, College of Science, University of Tehran, Tehran 14155-6455, Iran.
  • Hossein Shahbazi-Alvi Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, I. R. Iran.
  • Javad Safaei-Ghomi Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, I. R. Iran.
  • Mehrnoosh Asgari-Kheirabadi Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, I. R. Iran.
Abstract:

Nanocrystalline ZnZr4(PO4)6 ceramics as an efficient catalyst have been used for the preparation of methyl 6-amino-5-cyano-4-aryl-2,4-dihydropyrano[2,3-c]pyrazole-3-carboxylates by the four component reaction of dimethylacetylenedicarboxylate, hydrazinehydrate, malononitrile and aromatic aldehydes in water at room temperature. In this research Nano-ZnZr4(PO4)6 coordinate with the active groups(particular C=O, C≡N and active H) thus increasing the activity of the groups. Also this nanoscale heterogeneous catalysts present higher surface areas which are mainly responsible for their catalytic activity. These surface atoms behave as the centers where the chemical reactions could be catalytically activated. The key advantages of this process are high yields, shorter reaction times, reusability of catalyst, easy work-up, milder reaction conditions and environmentally benign.

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Journal title

volume 6  issue 4

pages  319- 324

publication date 2016-09-01

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