Multicomponent Synthesis and Evaluation of New 1,2,3-Triazole Derivatives of Dihydropyrimidinones as Acidic Corrosion Inhibitors for Steel

Molecules. 2016 Feb 22;21(2):250. doi: 10.3390/molecules21020250.

Abstract

An efficient one-pot synthesis of 1,2,3-triazole derivatives of dihydropyrimidinones has been developed using two multicomponent reactions. The aldehyde-1,2,3-triazoles were obtained in good yields from in situ-generated organic azides and O-propargylbenzaldehyde. The target heterocycles were synthesized through the Biginelli reaction in which the aldehyde-1,2,3-triazoles reacted with ethyl acetoacetate and urea in the presence of Ce(OTf)₃ as the catalyst. The corrosion inhibition of steel grade API 5 L X52 in 1 M HCl by the synthesized compounds was investigated using the electrochemical impedance spectroscopy technique. The measurements revealed that these heterocycles are promising candidates to inhibit acidic corrosion of steel.

Keywords: 1,2,3-triazole; corrosion inhibitor; dihydropyrimidinone; multicomponent synthesis; steel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry
  • Benzaldehydes / chemistry
  • Catalysis
  • Corrosion
  • Pyrimidinones / chemical synthesis
  • Pyrimidinones / chemistry*
  • Pyrimidinones / pharmacology
  • Steel / chemistry*
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*
  • Urea / chemistry

Substances

  • Azides
  • Benzaldehydes
  • Pyrimidinones
  • Triazoles
  • Steel
  • Urea
  • benzaldehyde