2019
DOI: 10.1007/s12039-019-1602-0
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Synthesis, characterization, quantum chemical studies and electrochemical performance of new 4,7-dihydrotetrazolo[1,5-a]pyrimidine derivatives

Abstract: In this study, 4,7-dihydrotetrazolo[1, 5-a]pyrimidine derivatives (1-5) were prepared via Multicomponent Cyclocondensation Reactions (MCRs). All structures were determined by using FT-IR, 1 H/ 13 C NMR and elemental analyses. The compounds were investigated as corrosion inhibitors using density functional theory (DFT) at the level of B3LYP/6-31G (d, p). According to the calculations, compound 1 appears to be a good inhibitor for corrosion. In addition, the electrochemical properties of the novel systems were i… Show more

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Cited by 7 publications
(5 citation statements)
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“…36 The synthesis was achieved by reacting ethyl acetoacetic esters 12, 5aminotetrazole 16 and heteroaryl aldehydes (2-pyridinecarboxaldehyde and 4-pyridinecarboxaldehyde) 4 in isopropanol medium at 82-85 C in the presence of 10 mol% of catalyst. The same three-component reaction was also established using catalysts such as [bmim] + [BF] À as a green ionic liquid, 37,38 nano-Fe 3 O 4 @SiO 2 -NH-gallic acid 39 and CH 3 COOH/HCl, 40 conc. HCl, 41 and N,N,N 0 ,N 0 -tetrabromobenzene-1,3-disulfonamide (TBBDA)…”
Section: Aminoazaheterocycles As Binucleophilesmentioning
confidence: 93%
“…36 The synthesis was achieved by reacting ethyl acetoacetic esters 12, 5aminotetrazole 16 and heteroaryl aldehydes (2-pyridinecarboxaldehyde and 4-pyridinecarboxaldehyde) 4 in isopropanol medium at 82-85 C in the presence of 10 mol% of catalyst. The same three-component reaction was also established using catalysts such as [bmim] + [BF] À as a green ionic liquid, 37,38 nano-Fe 3 O 4 @SiO 2 -NH-gallic acid 39 and CH 3 COOH/HCl, 40 conc. HCl, 41 and N,N,N 0 ,N 0 -tetrabromobenzene-1,3-disulfonamide (TBBDA)…”
Section: Aminoazaheterocycles As Binucleophilesmentioning
confidence: 93%
“…Furthermore, these compounds can be used to modify electrodes and to create sensors in electrochemical experiments. 111…”
Section: Tetrazolopyrimidine Compoundsmentioning
confidence: 99%
“…(7-(4-Methoxyphenyl)-5-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidin-6-yl)(phenyl) methanone (8) 24 1 mmol (4-(4-methoxyphenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(phenyl)methanone, 25 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…”
Section: Chemicals and Instrumentsmentioning
confidence: 99%
“…(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%