diethyl oxalate
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2021 ◽  
Vol 129 (7) ◽  
pp. 938
Author(s):  
Д.С. Oвеченко ◽  
А.П. Бойченко ◽  
Н.А. Яковенко

On the example of esters of carboxylic and dicarboxylic acids (ethyl acetate, diethyl oxalate, diethyl malonate, diethyl phthalate and dibutyl phthalate), as well as ketones, lactams and diketones (acetone, cyclohexanone, 4-ethylpropiophenone, acetylacetone and methylpyrrolidone) studies were carried out to generate electroluminescence (EL) in them of pure aluminum (Al) and preoxidized (Al2O3) in distilled water. The absence of EL in pure Al in ethers was revealed, and the regularities of luminescence generation in them for the oxidized metal were established. It was shown that in ketones and related compounds - lactams and diketones, the appearance of EL is possible for both states of the Al anode. In this case, the EL spectra have broad bands in the range 400 - 700 nm with maxima characteristic of the carboxyl and carbonyl groups of the electrolytes used, as well as the nanoporous structure of the formed Al2O3 and carbon-containing impurities captured by it during the growth. In some ethers and ketones, the effect of transformation of the initial structure of the oxide, as well as an increase in its thickness, was found. The absence of any changes in the chemical composition of electrolytes after anodic oxidation of Al in them or transformation of Al2O3 was established by UV, IR and NMR spectroscopy.


2020 ◽  
Vol 36 (6) ◽  
pp. 1113-1118
Author(s):  
Wafa A. Bawazir ◽  
Reda M. Abdel -Rahman

Novel fluorinated 1,5-disubstituted-1,3,5-triazepine-6,7-dione (4) has been obtained from the interaction between 5,6-bis(4-fluorophenyl)-1,2,4-triazine-3-thiol (1) with 2,6-diaminopyridine 2 followed by ring closer reaction with diethyl oxalate. Also, Ru-complex 7 obtained by refluxing of compound 1 with 6-(4-fluorophenyl)-1,2,4-triazine-3,5-diamine (5) to produce compound 6, the later was reacted with RuCl3.xH2O to produce the target 7. Structures of the products deduced from their elemental analysis and spectral measurements. Compounds 3, 4, 6, and 7 were evaluated as CDK2 inhibitors of tumor cells; these compounds exhibited a potential activity against CDK2, where the IC50 values were 4.5, 6.8, 4.0, and 5.0 μM respectively in comparison with Olomoucine standard (IC50=5.0 μM).


Author(s):  
Natalya V. Zhukova ◽  
Alena A. Entsova

The study described in the article is a continuation of scientific research on the problem of finding convenient methods for the synthesis of nitrogen-containing heterocyclic compounds with biological activity. This article describes the synthesis of tricyclic nitrogen-containing substances based on the interaction of oxalic acid, acetone and sodium diethyl ether with subsequent introduction of 2,3-dimethyl- or 1,2,3-trimethyl-7-aminoindoles into the reaction system in the presence of acetic acid. The synthesis is carried out in two stages. Both stages are carried out under one-reactor synthesis conditions, where toluene is used as a solvent. So by condensation of acetone with diethyloxalate in the presence of sodium, followed by the action of 1,2,3-trimethyl-7-aminoindole in acetic acid, previously unknown ethyl ester (2Z)-4-oxo-2-[(1,2), 3-trimethyl-1H-indole-7-yl)amino]-2-pentanoic acid with a yield of 28%. Subsequently, the synthesized compound was subjected to acid cyclization (boiling in trifluoroacetic acid, 72 °С), as a result of which 1,2,3,6-tetramethyl-1H-pyrrolo[3,2-h]quinoline-8-carboxylic acid ethyl ester was obtained with a yield of 36%. In the case of the use of 2,3-dimethyl-7-aminoindole, unsubstituted in the first position, (2Z)-5,6-dimethyl-2-(2-oxopropylidene)-1,2-dihydro-3-pyrrolо[1,2,3-de]quinoxalin-3-one with a yield of 37%. Monitoring the progress of the reaction and the purity of the obtained compounds was carried out chromatographically. The structural features of the synthesized compounds were established using UV spectroscopy and 1H NMR spectrometry. In the experimental 1H NMR spectra, the signals of the proton-containing groups of ethyl esters of indolyl carboxylic and pyrroloquinoline of carboxylic acids, as well as pyr-rolo[1,2,3-de]quinoxaline, with comparable integral intensity values are found in the expected region.


Synlett ◽  
2019 ◽  
Vol 31 (02) ◽  
pp. 165-170
Author(s):  
Alena L. Oleshchuk ◽  
Zarina T. Shulgau ◽  
Tulegen M. Seilkhanov ◽  
Alexey S. Vasilchenko ◽  
Samat A. Talipov ◽  
...  

Claisen condensation reaction of diethyl oxalate with 1-[4-(furan-2-yl)-2-methyl-5-nitro-6-phenylpyridin-3-yl]ethan-1-one afforded (Z)-4-[4-(furan-2-yl)-2-methyl-5-nitro-6-phenylpyridin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid. The latter reacted with various binucleo­philes to form the corresponding 3,4-dihydroquinoxaline-2(1H)-one, 3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one, and 1H-pyrazole derivatives. Biological screening of the obtained compounds revealed analgesic and antibacterial activity.


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