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Monatshefte für Chemie - Chemical Monthly

, Volume 144, Issue 10, pp 1569–1572 | Cite as

Green chemistry: ZrOCl2·8H2O catalyzed regioselective synthesis of 5-amino-1-aryl-1H-tetrazoles from secondary arylcyanamides in water

  • Behzad KhaliliEmail author
  • Faramarz Sadeghzadeh Darabi
  • Bagher Eftekhari-Sis
  • Mehdi Rimaz
Original Paper

Abstract

A green and efficient method for the synthesis of 5-amino-1-aryl-1H-tetrazoles with excellent yields and high purity from secondary arylcyanamides is described. This method is completely green because no organic solvents or protic acid catalyst is used that can generate hydrazoic acid (HN3). In addition, it is a very clean method for acquiring 5-amino-1-aryl-1H-tetrazoles without generating 5-arylamino-1H(2H)-tetrazoles in most cases.

Graphical Abstract

Keywords

5-Amino-1-aryl-1H-tetrazoles Arylcyanamides ZrOCl2·8H2Regioselective synthesis Green chemistry 

Supplementary material

706_2013_1038_MOESM1_ESM.docx (3 mb)
Supplementary material 1 (DOCX 3114 kb)

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Copyright information

© Springer-Verlag Wien 2013

Authors and Affiliations

  • Behzad Khalili
    • 1
    Email author
  • Faramarz Sadeghzadeh Darabi
    • 2
  • Bagher Eftekhari-Sis
    • 3
  • Mehdi Rimaz
    • 4
  1. 1.Department of Chemistry, Faculty of SciencesUniversity of GuilanRashtIran
  2. 2.Young Researcher Club, Parsabad Moghan BranchIslamic Azad UniversityParsabadIran
  3. 3.Department of ChemistryUniversity of MaraghehMaraghehIran
  4. 4.Department of ChemistryPayame Noor UniversityTehranIran

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