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Ultrasound and microwave irradiated sustainable synthesis of 5- and 1-substituted tetrazoles in TAIm[I] ionic liquid

  • Saade Abdalkareem Jasim
  • , Faisal Amri Tanjung
  • , Sandhir Sharma
  • , Mustafa Z. Mahmoud
  • , Sally B. Kadhim
  • , Milad Kazemnejadi
  • Al-Maarif University College
  • Medan Area University
  • Chitkara University
  • Al-Ayen University
  • Golestan University

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

TAIm[I] ionic liquid was used as a suitable medium for microwave- and ultrasound-assisted preparation of 1-substituted-1H-1,2,3,4-tetrazoles as well as 5-substituted 1H-tetrazoles under environmentally friendly conditions. In the presence of N3 ion, TAIm[N3] active species, were responsible for the progress of the reactions under microwave as well as ultrasonic irradiation. High to excellent yields were obtained for a variety of aldehyde and nitrile substrates toward the synthesis of 5-substituted 1H-tetazole. Also, 1-substituted 1H-1,2,3,4-tetrazoles were prepared from amine precursor under these conditions with high to excellent efficiencies. The TAIm[I] ionic liquid could be recycled from the homogenous mixture for at least six consecutive cycles without any activity loss. The present method suggests a catalyst-free, solvent-free, cost-effective and environmentally friendly protocol for the synthesis of a wide variety of tetrazole derivatives. Graphical Abstract: TAIm[I] ionic liquid was utilized for the efficient preparation of 5- and 1-substituted tetrazoles under ultrasonic and microwave via a catalyst-free and solvent-free method [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)3547-3566
Number of pages20
JournalResearch on Chemical Intermediates
Volume48
Issue number8
DOIs
StatePublished - Aug 2022

Keywords

  • Catalyst-free
  • Microwave-assisted
  • Solvent-free
  • TAIm[I] ionic liquid
  • Tetrazole
  • Ultrasound-assisted

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