Journal of the Iranian Chemical Society

, Volume 16, Issue 3, pp 571–581 | Cite as

2-Hydroxyethyl-1-ammonium 3-hydroxypropane-1-sulfonate: a biodegradable and recyclable ionic liquid for the one-pot synthesis of 2-amino-3-cyano-4H-pyrans

  • Moones HonarmandEmail author
  • Andromachi Tzani
  • Anastasia Detsi
Original Paper


2-Hydroxyethyl-1-ammonium 3-hydroxypropane-1-sulfonate ‘HAHS’ was synthesized as a novel ionic liquid and characterized by various techniques. ‘HAHS’ ionic liquid was efficiently applied as a multifunctional promoter for the three-component synthesis of 2-amino-3-cyano-4H-pyrans. The 2-amino-3-cyano-4H-pyrans were produced not only in high to excellent yields but also no toxic solvent or catalyst was used. ‘HAHS’ ionic liquid was recovered and reused four times without the considerable decreasing in its activity. The effect of hydroxyl groups in the structure of ‘HAHS’ ionic liquid on its catalytic activity was studied. Moreover, the biodegradability potential of the ionic liquid was examined using the 5-day biological oxygen demand closed bottle test and the results showed that ‘HAHS’ has remarkable biodegradability potential.


Ionic liquids 2-Amino-3-cyano-4H-pyrans Biodegradability Green chemistry 



We are thankful to Birjand University of Technology and Iran National Science Foundation (INSF) for their support on this work.

Supplementary material

13738_2018_1537_MOESM1_ESM.docx (883 kb)
Supplementary material 1 (DOCX 882 KB)


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Copyright information

© Iranian Chemical Society 2018

Authors and Affiliations

  • Moones Honarmand
    • 1
    Email author
  • Andromachi Tzani
    • 2
  • Anastasia Detsi
    • 2
  1. 1.Department of Chemical Engineering, Faculty of Mining, Civil and Chemical EngineeringBirjand University of TechnologyBirjandIran
  2. 2.Laboratory of Organic Chemistry, School of Chemical EngineeringNational Technical University of AthensAthensGreece

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