The introduction of two new imidazole-based bis-dicationic Brönsted acidic ionic liquids and comparison of their catalytic activity in the synthesis of barbituric acid derivatives

In this article, the preparation of bis-imidazolium hydrogen sulfate and bis-imidazolium perchlorate as two new bis-dicationic Brönsted acidic ionic liquids based on imidazole is reported. After characterization by FT-IR, mass and NMR spectroscopy and pH titration, the applicability of these reagent...

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Bibliographic Details
Published inNew journal of chemistry Vol. 42; no. 12; pp. 9744 - 9756
Main Authors Daneshvar, Nader, Nasiri, Mitra, Shirzad, Maryam, Safarpoor Nikoo Langarudi, Mohaddeseh, Shirini, Farhad, Tajik, Hassan
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 2018
Subjects
Catalysis
Catalysts
Catalytic activity
Chemical synthesis
Derivatives
Fourier transforms
Imidazole
Infrared spectroscopy
Ionic liquids
NMR spectroscopy
Reagents
Solvents
Titration
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Summary:In this article, the preparation of bis-imidazolium hydrogen sulfate and bis-imidazolium perchlorate as two new bis-dicationic Brönsted acidic ionic liquids based on imidazole is reported. After characterization by FT-IR, mass and NMR spectroscopy and pH titration, the applicability of these reagents is studied in the promotion of the synthesis of 5-arylidene barbituric acids and pyrano[2,3- d ] pyrimidinone derivatives. These methods possess some advantages such as ease of preparation of the catalyst, simple work-up procedure, short reaction times, excellent yields, and use of nonorganic solvents during all steps of the reactions and good reusability of the catalysts.
ISSN:1144-0546
1369-9261
DOI:10.1039/C8NJ01179F