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. 2013 Dec 6;18(12):15064-79.
doi: 10.3390/molecules181215064.

Multicomponent click synthesis of new 1,2,3-triazole derivatives of pyrimidine nucleobases: promising acidic corrosion inhibitors for steel

Rodrigo González-Olvera  1 , Araceli Espinoza-Vázquez, Guillermo E Negrón-Silva, Manuel E Palomar-Pardavé, Mario A Romero-Romo, Rosa Santillan
Affiliations

Multicomponent click synthesis of new 1,2,3-triazole derivatives of pyrimidine nucleobases: promising acidic corrosion inhibitors for steel

Rodrigo González-Olvera et al. Molecules. .

Abstract

A series of new mono-1,2,3-triazole derivatives of pyrimidine nucleobases were synthesized by one-pot copper(I)-catalyzed 1,3-dipolar cycloaddition reactions between N-1-propargyluracil and thymine, sodium azide and several benzyl halides. The desired heterocyclic compounds were obtained in good yields and characterized by NMR, IR, and high resolution mass spectrometry. These compounds were investigated as corrosion inhibitors for steel in 1 M HCl solution, using electrochemical impedance spectroscopy (EIS) technique. The results indicate that these heterocyclic compounds are promising acidic corrosion inhibitors for steel.

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Figures

Scheme 1
Scheme 1
Propargylation of pyrimidine nucleobases 1–2.
Figure 1
Figure 1
Experimental impedance data, Nyquist plots, recorded in the systems (a) API 5L X52/1 M HCl, (b) API 5L X52/1 M HCl + 25 ppm of compounds 5-9, and (c) API 5L X52/1 M HCl + 25 ppm of compounds 10–14.
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