Studies on Reactions of Pyrimidine Compounds: Synthesis and Reactions of 5-Benzoyl-4,6-Diphenyl-1,2,3,4-Tetrahydro-2-Thioxopyrimidine

Aslanoǧlu, Furgan; Akbaş, Esvet; Sönmez, Mehmet; Anil, Barış

doi:10.1080/10426500701263554

Cited by 16 publications

(4 citation statements)

References 22 publications

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“…The most common catalysts reported for the Biginelli reaction are mineral acids (H 2 SO 4 [44], HCl [45], TFA [46]), Lewis acids (CoCl 2 , ZnCl 2 [47]), and other catalytic systems: FeCl 3 + HCl [48], TMSCl + NaI [49]. However, in our hands, the products were not obtained when all these conditions were employed.…”

Section: Synthesismentioning

confidence: 60%

“…To expand the range of pyrimidine derivatives, a number of 3,4-dihydropyrimidine (thiones)ones with a hindered phenol fragment were obtained by Biginelli reaction, according to Scheme 3. The most common catalysts reported for the Biginelli reaction are mineral acids (H2SO4 [44], HCl [45], TFA [46]), Lewis acids (CoCl2, ZnCl2 [47]), and other catalytic systems: FeCl3 + HCl [48], TMSCl + NaI [49]. However, in our hands, the products were not obtained when all these conditions were employed.…”

Section: Synthesismentioning

confidence: 61%

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Synthesis, Redox Properties and Antibacterial Activity of Hindered Phenols Linked to Heterocycles

et al. 2020

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A series of benzotriazole, cyclic amides and pyrimidine derivatives, containing 2,6-di-tert-butyl-phenol fragments, were synthesized. The redox properties of obtained compounds were studied using the cyclic voltammetry on a platinum electrode in acetonitrile. The oxidation potentials of all substances were comparable to those of BHT. The obtained compounds were tested for their antibacterial activity, and N-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)isatin (32 μg/mL) exerted good activity against Staphylococcus aureus.

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Section: Synthesismentioning

confidence: 60%

Section: Synthesismentioning

confidence: 61%

Synthesis, Redox Properties and Antibacterial Activity of Hindered Phenols Linked to Heterocycles

et al. 2020

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“…(5,7-Diphenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidin-6-yl)(phenyl)methanone ( 9) 24 1 mmol (4,6-diphenyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(phenyl)methanone, 26 sodium azide (2 mmol) and mercuric acetate (1 mmol) in acetic acid (5 mL) was stirred at 100 °C for 6 h. After completion of the reaction (monitored by thin-layer chromatography), the black sediment (HgS) was filtrated. Then water was added to the filtrate to give the crude product.…”

Section: Accepted Manuscriptmentioning

confidence: 99%

Theoretical calculation of newly synthesized tetrazolopyrimidine derivatives as a potential corrosion inhibitor

Ergan

Seker

Akbaş

et al. 2022

JSCS

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In this work, we wanted to define a general and comprehensive strategy for the synthesis of tetrazolo[1,5-a]pyrimidine derivatives. For this purpose, we obtained new tetrazolo[1,5-a]pyrimidine molecules via the mercury-promoted desulfurization reaction, including hydrolysis, cyclizations, and eliminations. All of the molecules were characterized by FT-IR, 1H NMR, 13C NMR, and elemental analysis. On the other hand, the potentials of compounds as corrosion inhibitors were calculated at B3LYP / 6-31G (d, p) level via density functional theory (DFT).

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“…These latter are well known to have important therapeutic and pharmaceutical properties; indeed they work as tension regulators and calcium blockers, [11][12][13] moreover they show anti-HIV, 14 anti-malarial, 15 anti-epileptics, 16 antitumors, [17][18][19][20] anti-microbials, 21 anti-inflammatories, 22 anti-tubercular, [23][24] anti-bacterials, [25][26] and analgesic activities. 27 Given its importance, the Biginelli reaction has been the subject of several researches and was carried out in the presence of various catalysts such as Brønsted acids in homogeneous medium as HCl, [28][29][30][31][32] H 2 SO 4, [33][34] para-toluenesulfonic acid, 35 methanesulfonic acid, 36 HBF 4 , 37 b oric acid, 38 phenylboronic acid, 39 formylphenylboronic acid, 40 carboxylic acid, 41 molybdophosphoric acid, 42 trifluoroacetic acid, 43 Lewis acids in homogeneous medium [44][45][46][47] as FeCl 2 , FeCl 3 , NiCl 2 , CoCl 2 , Ce(NO 3 ) 3 , and heterogeneous catalysts as Fe 2 O 3 nanoparticles, 48 Nafion-Ga, Al 2 O 3 , TiO 2 , SiO 2 oxides. [49][50] The Biginelli reaction was also carried out in the presence of montmorillonite of different origins, which has undergone various modifications and treatments.…”

Section: Introductionmentioning

confidence: 99%

Effect of the Exchanged Cation in an Algerian Montmorillonite Used as a Heterogeneous Catalyst for Biginelli Reaction

Belferdi

Bouremmad

Shawuti

et al. 2021

ACSi

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In this work, an Algerian montmorillonite (Mt) is exchanged by different cations from the transition metals family, namely: Cu2+, Ni2+, Cr3+, Co2+, Fe2+ and Fe3+, it is used as a heterogeneous catalyst for Biginelli reaction. The exchanged cations are known for their catalytic properties in homogeneous catalysis. The main purpose is to study the effect of the exchanged cations on the yield and the kinetics of the reaction. The characterization of montmorillonite was carried out by XRD, which allows us to follow the evolution of the basal spacing d001 as a function of the exchanged cation and to show that the exchange operation has not altered the montmorillonite structure. The cation exchange capacity (CEC) is determined by the titration of the exchanged cation by atomic absorption. The product of the reaction is characterized by NMR, IR and by the determination of the melting point. In addition, the importance of the introduction order of the reagents into the reaction medium has been demonstrated on the yield and the kinetics. Finally, the obtained results show that the exchanged montmorillonite is competitive with other costly heterogeneous and homogeneous catalysts.

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Studies on Reactions of Pyrimidine Compounds: Synthesis and Reactions of 5-Benzoyl-4,6-Diphenyl-1,2,3,4-Tetrahydro-2-Thioxopyrimidine

Cited by 16 publications

References 22 publications

Synthesis, Redox Properties and Antibacterial Activity of Hindered Phenols Linked to Heterocycles

Synthesis, Redox Properties and Antibacterial Activity of Hindered Phenols Linked to Heterocycles

Theoretical calculation of newly synthesized tetrazolopyrimidine derivatives as a potential corrosion inhibitor

Effect of the Exchanged Cation in an Algerian Montmorillonite Used as a Heterogeneous Catalyst for Biginelli Reaction

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