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

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 yie...

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Published inMolecules (Basel, Switzerland) Vol. 18; no. 12; pp. 15064 - 15079
Main Authors González-Olvera, Rodrigo, Espinoza-Vázquez, Araceli, Negrón-Silva, Guillermo E, Palomar-Pardavé, Manuel E, Romero-Romo, Mario A, Santillan, Rosa
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 06.12.2013
MDPI
Subjects
1,2,3-triazoles
acidic corrosion
Azide
Click Chemistry
Copper
Corrosion
Corrosion inhibitors
Electric Impedance
Electronic mail systems
Molecular Structure
multicomponent reaction
Nuclear Magnetic Resonance, Biomolecular
nucleobases
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
steel
Steel - chemistry
Triazoles - chemistry
Mexico
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Summary: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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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules181215064