- N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: Highly selective and efficient reagents for acylation of amines in water
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A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.
- Ebrahimi, Sara,Saiadi, Safoura,Dakhilpour, Simin,Mirsattari, Seyed Nezamoddin,Massah, Ahmad Reza
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- An efficient synthesis of 1-acyl-3-arylimidazolidines catalyzed by montmorillonite K-10 clay under microwave irradiation
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The synthesis of 1-acyl-3-arylimidazolidines were performed by reaction of N-acyl-N'-arylethylenediamines with formaldehyde and Montmorillonite clay K-10 as a catalyst under microwave irradiation.
- Caterina, Maria Cristina,Corona, Maria Veronica,Perillo, Isabel,Salerno, Alejandra
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experimental part
p. 771 - 781
(2009/06/18)
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- 5-Lipoxygenase inhibitors: Synthesis and structure-activity relationships of a series of 1-aryl-2H,4H-tetrahydro-1,2,4-triazin-3-ones
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Synthetic routes were developed to access a variety of novel 1-aryl- 2H,4H-tetrahydro-1,2,4-triazin-3-one analogs which were evaluated as 5- lipoxygenase (5-LO) inhibitors. The parent structure, 1-phenylperhydro- 1,2,4-triazin-3-one (4), was found to be a
- Bhatia, Pramila A.,Brooks, Clint D. W.,Basha, Anwer,Ratajczyk, James D.,Gunn, Bruce P.,Bouska, Jennifer B.,Lanni, Carmine,Young, Patrick R.,Bell, Randy L.,Carter, George W.
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p. 3938 - 3950
(2007/10/03)
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- Kinetic study on the Acid Hydrolysis of 1-Aryl-2-phenyl-2-imidazolines. Basicity-Rate of Hydrolysis and Structure Relationships
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Rate costants (kobs) of hydrolysis in sulfuric acid-water mixtures at 100 degC for five 1-aryl-2-phenyl-2-imidazolines were determined.The influence of substituents in the phenyl group at N-1 upon the rate of hydrolysis was studied.When the imidazoline ring is considered to be a substituent of the benzene ring at N-1, a good correlation with the Hammett equation is found. In oposition to the behavior in alkaline media it was observed that the reaction rates were enhanced by electron-withdrawing phenyl substituents and reduced by electron-releasing groups providing, similarly, a change in the mechanism of the reaction in the second case that was not observed in the first.Agreeement with the Hammett equation allowed comparison between experimental and "calculated" rate constants which are fairly close.An equation relating the rate constants with the pKa values of the imidazolinium ions is given.
- Fernandez, Beatriz M.,Reverdito, Ana M.,Perillo, Isabel A.,Lamdan, Samuel
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p. 1585 - 1588
(2007/10/02)
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- Kinetic Study on the Alkaline Hydrolysis of 1-Aryl-2-phenyl-2-imidazolines. Basicity-Rate of Hydrolysis and Structure Relationships
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Rate constants (kobs) of hydrolysis in boiling alkaline ethanolic solution for six 1-aryl-2-phenyl-2-imidazolines were determined.The influence of substituents in the phenyl group at N-1 upon rate of hydrolysis was studied.When the imidazole ring is considered to be a substituent of the benzene ring at N-1, a good correlation with the Hammett equation is found.It was observed that reaction rates were enhanced by electron-releasing phenyl substituents of N-1 and reduced by electron-withdrawing groups, providing a change in the mechanism of the reaction in the firstcase that was not observed in the second.Agreement with the Hammett equation allowed comparison between experimental and "calculated" rate constants which are nearly equal.An equation relating the rate constants with the ionization constants of imidazolinium ions is given.
- Fernandez, Beatriz M.,Reverdito, Ana M.,Lamdan, Samuel
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p. 933 - 937
(2007/10/02)
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