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1,4-Diethyl-1,2,3,4-tetrahydro-7-hydroxyquinoxalin-6-carboxaldehyde was synthesized and condensed with substituted active methylene compounds to obtain a series of novel coumarin compounds. Solutions of the dyes in various solvents exhibited an orange hue and brilliant fluorescence and displayed high thermal stability, as determined using thermogravimetric analysis. The dye having a heterocyclic benzimidazole ring as an electron withdrawing system was selected as a representative compound for comparison of its spectral characteristics with known analogues.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N954 | ChemSpider

 

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Controlling site selectivity of C-H activation without using a directing group remains a significant challenge. While Pd(II) catalysts modulated by a mutually repulsive pyridine-type ligand have been shown to favor the relatively electron-rich carbon centers of arenes, reversing the selectivity to favor palladation at the relatively electron-deficient positions has not been possible. Herein we report the first catalytic system that effectively performs meta C-H arylation of a variety of alkoxy aromatics including 2,3-dihydrobenzofuran and chromane with exclusive meta site selectivity, thus reversing the conventional site selectivity governed by native electronic effects. The identification of an effective ligand and modified norbornene (NBE-CO2Me), as well as taking advantage of the statistics, are essential for achieving the exclusive meta selectivity.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N957 | ChemSpider

 

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Carbanions of alpha-haloalkyl aryl sulfones, sulfonates, and sulfonamides react with bicyclic heteroaromatic compounds (quinoxalines, naphthyridines, and 5-azaquinoxalines) according to two general pathways: vicarious nucleophilic substitution of hydrogen and/or bisannulation.In some cases other competitive reactions such as SNAr are observed.Factors governing the direction of these reactions are discussed in terms of the charge distribution in the anionic ? adducts and the reaction conditions.

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Quinoxaline – Wikipedia,
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Photolysis of 6-azidoquinazoline in MeOH-KOMe-dioxan yields 8,9-dihydro-5,7-dimethoxy-5H-pyrimido<5,4-c>azepine (5) which on acid hydrolysis ring-opens to the pyrimidine-carbaldehyde (7).The mechanism of formation of this unexpected dimethoxypyrimido-azepine is discussed and related to previous similar results involving 6-azido-2,3-dihydrofuro- and 6-azido-2,3-dihydrothieno<2,3-b>quinolines. In contrast, 6-azidoquinoxaline and 6-azido-2-chloro-4-methylquinoline on photolysis under similar conditions undergo ring expansion to the expected pyrazino<2,3-c>– and pyrido<3,2-c>azepines (22a) and (17) respectively.However, photolysis of the latter azide in MeOH-dioxan yields the 3-(2-pyridyl)propenonitrile derivative (18) in a reaction analogous to that undergone by 6-azidophenazine.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N951 | ChemSpider

 

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Treatment of 6-aminoquinoxaline with beta,beta-diactivated alkoxymethylene derivatives gave the corresponding N-(quinoxalin-6-yl)enamines. A variant of the SNV reaction mechanism was proposed for substitution of the alkoxymethylene compounds, on the basis of the structures of the precursor enol ether and the vinylic substitution product and on computations. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

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New Advances in Chemical Research, May 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry.name: 6-Nitroquinoxaline, In a article, mentioned the application of 6639-87-8, Name is 6-Nitroquinoxaline, molecular formula is C8H5N3O2

The synthesis and photophysical data of new carbostyrils (quinoline-2(1H)-ones) with the longest hitherto observed absorption- and emission wavelengths are described. Introduction of 6-amino, 7-MeO, and 4-(CF3) substituents enabled us to rise the absorption and fluorescence maxima up to 414 and 557 nm, respectively. Supported by semi-empirical and ab initio calculations, the 6,7-(1,4-diazine)-fused carbostyril 23b displayed absorption maxima at up to 440 nm, with quantum yields of up to 0.9 and large Stokes shifts (> 100 nm), comparable to the best coumarin chromophores known. The new fluorophore is neither pH-sensitive between pH 6 and 10 nor susceptible to O2 quenching. At pH 3, the emitted light appears greenish-white, which arises from three different stages of protonation.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N970 | ChemSpider

 

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A series of 29 new quinoxalines was synthesized and evaluated in vitro against several parasites (Leishmania donovani, Trypanosoma brucei brucei, and Trichomonas vaginalis). Several of them displayed interesting activities, and particularly four quinoxaline amides showed in vitro antileishmanial properties (IC50 less than 20 muM).

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Quinoxaline – Wikipedia,
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Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. HPLC of Formula: C8H5N3O2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 6639-87-8, in my other articles.

Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. HPLC of Formula: C8H5N3O2, In a article, mentioned the application of 6639-87-8, Name is 6-Nitroquinoxaline, molecular formula is C8H5N3O2

The electroreduction and acid-base properties of dipyrrolylquinoxalines of the form H2DPQ, H2DPQ(NO2), and H 2DPQ(NO2)2 were investigated in benzonitrile (PhCN) containing 0.1 M tetra-n-butylammonium perchlorate (TBAP). This study focuses on elucidating the complete electrochemistry, spectroelectrochemistry, and acid-base properties of H2DPQ(NO2)n (n = 0, 1, or 2) in PhCN before and after the addition of trifluoroacetic acid (TFA), tetra-n-butylammonium hydroxide (TBAOH), tetra-n-butylammonium fluoride (TBAF), or tetra-n-butylammonium acetate (TBAOAc) to solution. Electrochemical and spectroelectrochemical data provide support for the formation of a monodeprotonated anion after disproportionation of a dipyrrolylquinoxaline radical anion produced initially. The generated monoanion is then further reduced in two reversible one-electron-transfer steps at more negative potentials in the case of H2DPQ(NO2) and H 2DPQ(NO2)2. Electrochemically monitored titrations of H2DPQ(NO2)n with OH-, F-, or OAc- (in the form of TBA+X- salts) give rise to the same monodeprotonated H2DPQ(NO 2)n produced during electroreduction in PhCN. This latter anion can then be reduced in two additional one-electron-transfer steps in the case of H2DPQ(NO2) and H2DPQ(NO 2)2. Spectroscopically monitored titrations of H 2DPQ(NO2)n with X- show a 1:2 stoichiometry and provide evidence for the production of both [H 2DPQ(NO2)n]- and XHX-. The spectroscopically measured equilibrium constants range from log beta2 = 5.3 for the reaction of H2DPQ with TBAOAc to log beta2 = 8.8 for the reaction of H2DPQ(NO 2)2 with TBAOH. These results are consistent with a combined deprotonation and anion binding process. Equilibrium constants for the addition of one H+ to each quinoxaline nitrogen of H2DPQ, H2DPQ(NO2), and H2DPQ(NO2) 2 in PhCN containing 0.1 M TBAP were also determined via electrochemical and spectroscopic means; this gave rise to log beta2 values ranging from 0.7 to 4.6, depending upon the number of nitro substituents present on the H2DPQ core. The redox behavior of the H2DPQ(NO2)n compounds of the present study were further analyzed through comparisons with simple quinoxalines that lack the two linked pyrrole groups, i.e., Q(NO2)n where n = 0, 1, or 2. It is concluded that the pyrrolic substituents play a critical role in regulating the electrochemical and spectroscopic features of DPQs.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N948 | ChemSpider

 

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The photoreactions of selected azaarenes with nitrate and nitrite ions were investigated under irradiation at lambda = 313 nm. The excitation of both anions leads to several photochemical reactions forming mainly hydroxyl radicals and nitrogen oxides. The purification capability of natural waters i.e. the oxidation of inorganic and organic substances results from the formation of hydroxyl radicals. Nitrated isomers of azaarenes were found among the main products of the investigated photoreactions. The nitrogen oxides were responsible for the production of nitrated derivatives which possess a high toxic potential. Their formation was explained by the parallel occurance of two mechanism, a molecular and a radical one. The molecular mechanism became more important with increasing ionisation potentials of the azaarenes. The spectrum of oxidized products corresponded to the one got in the photoreactions of azaarenes with hydrogen peroxide. The formation of several oxidation and nitration products of the pyridine ring with its low electron density was explained by the reaction of excited states of azaarenes. The photoreactions with nitrite ions only led to the formation of oxidized and nitrated products. Nitroso products were not formed. The reactivity of nitrogen monoxide is too low for its reaction with the azaarenes.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N942 | ChemSpider

 

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N934 | ChemSpider