Highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones using N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate as a dual-functional catalyst
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Roghayyeh Khanivar
Abstract
The highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones via the one-pot multicomponent reaction of acetophenones with arylaldehydes and urea in the presence of trimethylsilyl chloride and a catalytic amount of the ionic liquid N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2) under solvent-free conditions has been described. The reaction results and conditions of the catalytic system have been compared with previously reported catalysts. [TMEDSA][HSO4]2 afforded better results in comparison with the reported catalysts in terms of one or more of these factors: yield, temperature, the reaction media, time, and generality. Moreover, a plausible reaction mechanism based on dual functionality of the catalyst has been proposed.
Acknowledgement
The authors are thankful to Payame Noor University for the support for this work.
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©2018 Walter de Gruyter GmbH, Berlin/Boston
Artikel in diesem Heft
- Frontmatter
- In this Issue
- NQR, NMR, and X-ray crystal structure studies of [4-C2H5-C6H4NH3]2MBr4 (M=Zn, Cd)
- Ein ökonomisches Verfahren zur Aufarbeitung von Reaktionsgemischen bei Lewis-Säure-induzierten elektrophilen Aromatensubstitutionen
- Orthoamide und Iminiumsalze, XCIVa. Kondensationsreaktion von Orthoamiden von Alkincarbonsäuren mit 2-Methyl-5-phenacyl-1,3,4-thiadiazolen
- Highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones using N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate as a dual-functional catalyst
- Efficient synthesis of pyrido[2,3-d]pyrimidine-7-carboxylic acids catalyzed by a TiO2/SiO2 nanocomposite in aqueous media at room temperature
- Synthesis, characterization, and antitumor activity of some novel S-functionalized benzo[d]thiazole-2-thiol derivatives; regioselective coupling to the –SH group
- A zinc(II) coordination polymer containing single- and double-stranded helical chains: synthesis, crystal structure, and thermal and luminescence properties
- An unexpected lanthanum chloride carbonate hydrate: synthesis, crystal structure, vibrational spectra and thermal degradation of LaCl[CO3]·3H2O
- Structures of the diiodine adducts of bis(diisopropylphosphano)methane disulfide and bis(diisopropylphosphano)ethane disulfide
- Note
- Photoluminescence of Baltic amber
Artikel in diesem Heft
- Frontmatter
- In this Issue
- NQR, NMR, and X-ray crystal structure studies of [4-C2H5-C6H4NH3]2MBr4 (M=Zn, Cd)
- Ein ökonomisches Verfahren zur Aufarbeitung von Reaktionsgemischen bei Lewis-Säure-induzierten elektrophilen Aromatensubstitutionen
- Orthoamide und Iminiumsalze, XCIVa. Kondensationsreaktion von Orthoamiden von Alkincarbonsäuren mit 2-Methyl-5-phenacyl-1,3,4-thiadiazolen
- Highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones using N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate as a dual-functional catalyst
- Efficient synthesis of pyrido[2,3-d]pyrimidine-7-carboxylic acids catalyzed by a TiO2/SiO2 nanocomposite in aqueous media at room temperature
- Synthesis, characterization, and antitumor activity of some novel S-functionalized benzo[d]thiazole-2-thiol derivatives; regioselective coupling to the –SH group
- A zinc(II) coordination polymer containing single- and double-stranded helical chains: synthesis, crystal structure, and thermal and luminescence properties
- An unexpected lanthanum chloride carbonate hydrate: synthesis, crystal structure, vibrational spectra and thermal degradation of LaCl[CO3]·3H2O
- Structures of the diiodine adducts of bis(diisopropylphosphano)methane disulfide and bis(diisopropylphosphano)ethane disulfide
- Note
- Photoluminescence of Baltic amber
