ethyl acetoacetate
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2022 ◽  
Vol 16 ◽  
Author(s):  
Mustapha Dib ◽  
Marieme Kacem ◽  
Soumaya Talbi ◽  
Hajiba Ouchetto ◽  
Khadija Ouchetto ◽  
...  

Background: Pyran is an heterocyclic oxygen-containing compound that displays a wide range of therapeutic activities. Additionally, pyran is also one of the important structural subunits widely found in pharmaceuticals products. This makes it a recent focus for researchers from the industry and academic institutions. Herein, we reported an efficient and environmentally friendly one-pot strategy for the synthesis of bioactive 4H-pyran compounds via a multicomponent reaction of ethyl acetoacetate, malononitrile and substituted aromatic aldehydes in the presence of the heterogeneous spinel catalyst ( MgAl2O4 ) under mild conditions (room temperature and green solvents). The MgAl2O4 nanocatalyst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by heat treatment at 800°C. The samples were studied by a various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. Good to excellent yields and facile separation of the catalyst from the reaction mixture are two of the most appealing features of this approach. Thus, bioactive molecules with pyran units may have fascinating biological properties. An efficient and green strategy for the one-pot synthesis of bioactive 4H-pyran compounds has been described. The pyrans heterocycles were produced by multicomponent reaction of ethyl acetoacetate, malononirile and substituted aromatic aldehydes in the presence of MgAl2O4 spinel nanocatalyst under mild conditions (room temperature and green solvents). MgAl2O4 nanocatalytst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by thermal treatment at 800°C. The samples were investigated by various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. The following are the appealing qualities of this unique strategy including good to exceptional yields, and ease of separation of catalyst from the reaction mixture. Thus, the obtained bioactive compounds containing pyrans motif can be exhibiting interested biological activities. Methods: The substituted 4H-pyran compounds were carried out by condensation reaction of substituted aromatic aldehydes, ethyl ethyl acetoacetate and malononirile by using MgAl2O4 nanocatalyst under sustainable conditions. Objective: To develop an efficient methodology for synthesis of 4H-pyran heterocyclic molecules may have interesting applications in biology using a heterogeneous and easily synthesized catalyst. Results: This procedure outlines the synthesis of bioactive compounds in good yields and with ease of catalyst extraction from the reaction mixture under sustainable reaction conditions. Conclusion: In conclusion, it is important to reiterate that a spinel nanostucture has been successfully prepared and fully characterized using different physicochemical analysis methods. The catalytic activity of this heterogeneous catalyst was examined through the one-pot condensation of aryl benzaldehyde, malononitrile and ethyl acetoacetate. Therefore, we have developed a green method for the preparation of 4H-pyrans derivatives using MgAl2O4 as an efficient heterogeneous catalyst. The reactions were performed under green conditions, which have many benefits such as undergoing a simple procedure, good to excellent yields and easy to separate the catalyst.


2021 ◽  
Vol 63 (3) ◽  
pp. 15-17
Author(s):  
Thuy-Duy Thi Nguyen ◽  
◽  
Anh Vy Truong ◽  
Hoang Phuong Tran ◽  
◽  
...  

by an acidic deep eutectic solvent from choline chloride (ChCl) and phenol via the Biginelli reaction of 2-aminobenzimidazole, ethyl acetoacetate, and aldehydes has been developed under metal- and solvent-free conditions. The desired products were obtained in moderate to good yield (49-79%) and the DESs were known as an economical and environmentally friendly catalyst.


Author(s):  
Ali Mohamed ◽  
Lamya H. Al-Wahaibi ◽  
Antar Abdelhamid ◽  
Sayed Saber ◽  
Nadia Kanzi

Abstract: An efficient and environmentally Pumice as a new catalyst for designing of 3,4- dihydropyrimidin-2(1H) ones / thiones via one-pot multi component condensation of aromatic aldehydes, urea/ thiourea and ethyl acetoacetate or acetyl acetone in excellent yields (96-99 %). The advantages using of this new catalyst is very cheap, available, non-toxic, stable under thermal conditions, easy work-up, improved yields, the product of reaction is very pure without using chromatographic methods and solvent free conditions.


Antibiotics ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 418
Author(s):  
Shelley M. Horne ◽  
Angel Ugrinov ◽  
Birgit M. Prüβ

β-Phenylethylamine hydrochloride (PEA-HCl) and ethyl acetoacetate (EAA) are anti-microbials with applications in food processing. As food anti-microbials, the compounds will have to withstand the cooking process without changing to toxic compounds. With this Communication, we address the question of whether PEA and EAA are altered when heated to 73.9 °C or 93.3 °C. A combination of gas chromatography and mass spectrometry was used to analyze solutions of PEA(-HCl) or EAA in beef broth or water. In addition, the anti-microbial activity of PEA-HCl and EAA was compared between heated and unheated samples at a range of concentrations. The gas chromatograms of PEA(-HCl) and EAA showed one peak at early retention times that did not differ between the heated and unheated samples. The mass spectra for PEA and EAA were near identical to those from a spectral database and did not show any differences between the heated and unheated samples. We conclude that PEA(-HCl) and EAA formed pure solutions and were not altered during the heating process. In addition, the anti-microbial activity of PEA-HCl and EAA did not change after the heating of the compounds. Regardless of temperature, the minimal inhibitory concentrations (MICs) for PEA-HCl were 20.75 mmol mL−1 for Escherichia coli and Salmonella enterica serotype Typhimurium. For EAA, the MICs were 23.4 mmol mL−1 for E. coli and 15.6 mmol mL−1 for S. enterica.


2021 ◽  
Vol 18 ◽  
Author(s):  
Vinay Kumar K P ◽  
Vinti S P Rao ◽  
Jaganmohan C ◽  
Sandeep Mohanty ◽  
Jaydeep Kumar ◽  
...  

: An efficient one pot multicomponent synthesis of 3,4- dihydropyrimidin-2(1H)-ones has been developed from aldehyde bisulfite adducts, ethyl acetoacetate and urea using recyclable polymer supported sulfonic acid catalyst. This new method provides several advantages over previous synthesis including high product yields, commercially viable, minimal workup operations and sustainable chemical practices.


2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani

: An efficient synthesis of 4-arylidene-3-alkylisoxazole-5(4H)-ones has been implemented via the three-component cyclocondensation of aryl(heteroaryl)aldehydes with hydroxylamine hydrochloride and β-ketoesters. The potassium 2,5-dioxoimidazolidin-1-ide has been introduced as the new organocatalyst to facilitate of this heterocyclization. In the current process, three starting materials, including substituted benzaldehydes/heterocyclic aromatic aldehydes, hydroxylamine hydrochloride, and ethyl acetoacetate/propyl acetoacetate/butyryl acetoacetate have been successfully used for the synthesize of the number of substituted isoxazole-5(4H)-ones in good to high yields in ethylene glycol as a green reaction medium at 80 ºC. The low catalyst loading is also a main advantage over the some reported catalysts.


2021 ◽  
Vol 10 (3) ◽  
pp. 2525-2534

An efficient, green, and cost-effective synthesis of benzylpyrazolyl coumarin by one-pot four-component condensation of hydrazine hydrate or phenyl hydrazine, ethyl acetoacetate, aromatic aldehyde, and 4-hydroxycoumarin in the presence of Amberlite IR-120 as a catalyst in an aqueous medium has been reported. Shorter reaction time, operation simplicity, low cost of catalyst, and aqueous medium are key advantages of this method for synthesizing benzylpyrazolyl coumarin in moderate to high yield.


CHEMKON ◽  
2021 ◽  
Author(s):  
Andreas Schank ◽  
Simon Schundelmeier ◽  
Matthias Kremer

RSC Advances ◽  
2021 ◽  
Vol 11 (18) ◽  
pp. 10497-10511
Author(s):  
Mehraneh Aghaei-Hashjin ◽  
Asieh Yahyazadeh ◽  
Esmayeel Abbaspour-Gilandeh

Polyhydroquinolines were obtained from a sequential four-component reaction between dimedone or 1,3-cyclohexandione, ethyl acetoacetate, or methyl acetoacetate as a β-ketoester, aldehydes, and ammonium acetate, with Mo@GAA-Fe3O4 MNPs as a green nanocatalyst.


2021 ◽  
Vol 23 (12) ◽  
pp. 7386-7397
Author(s):  
Madhu Deepan Kumar ◽  
Madhavan Jaccob

In the present study, the specific role of the individual cations and anions of ionic liquids in shifting the tautomeric equilibrium of EAA was investigated.


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