Extended knowledge of Quinoxaline-2,3(1H,4H)-dione

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The formation of overlooked compounds in the reaction of methyl amine with the diethyl ester of o-phenylenebis(oxamic acid) in MeOH

The treatment of the diethyl ester of o-phenylenebis(oxamic acid) (opbaH2Et2) with 2/3 of an equivalent of MeNH2 in MeOH does not result in the formation of the methyl ester of o-phenylene(N?-methyloxamide)(oxamic acid) (opooH3Me, 1) in pure state, as reported previously. The colourless crude material formed by this reaction was confirmed to be composed of 1 (89% content), the dimethyl ester of o-phenylenebis(oxamic acid) (opbaH2Me2, 2, 6%), 1,4-dihydro-2,3-quinoxalinedione (3, 3%) and o-phenylenebis(N?- methyloxamide) (opboH4Me2, 4, 1%), respectively. The identities of 1-4 have been verified by IR, 1H and 13C NMR spectroscopy as well as elemental analysis. In addition, the solid state structures of 1 and 2¡¤2DMSO, respectively, were determined by single-crystal X-ray diffraction studies. Successive recrystallization of the crude material from MeOH and MeOH : THF (1 : 1), respectively, does not give pure 1, but a mixture of 1 and 2. It is shown further that out of this mixture pure bis(oxamato) complexes cannot be obtained, as previously reported. Instead, treatment of the mixture with NiII or CuII salts, followed by the addition of [nBu4N]OH, results in the formation of two mixtures of [nBu4N]2[Ni(opba)] (5) and [nBu4N]2[Ni(opooMe)] (6) as well as [nBu4N]2[Cu(opba)] (7) and [nBu 4N]2[Cu(opooMe)] (8), respectively. The simultaneous formation of 5/6 and 7/8, respectively, has been verified by crystallization of the obtained mixtures and X-ray diffraction studies of the obtained single crystals. Co-crystallization of mixtures of 5/6 (99 mass%) and 7/8 (1 mass%), respectively, results in the formation of single-crystals of diamagnetically diluted 7 in the host lattice of 5 (7@5) accompanied by single-crystal formation of diamagnetically diluted 8 in the host lattice of 6 (8@6), as verified by EPR spectroscopy. It is finally shown that the ethyl ester of o-phenylene(N?- methyloxamide)(oxamic acid) (opooH3Et, 9), a homologue of 1, can be obtained in pure state by the treatment of opbaH2Et2 with 5/6 of an equivalent of MeNH2 in EtOH. The Royal Society of Chemistry 2013.

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Discovery of 5-Nitroquinoxaline

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Synthesis of 2-substituted indoles via Pd/C-catalyzed reaction in water

A general and one-pot synthesis of 2-alkyl/aryl substituted indoles via a tandem Pd/C mediated coupling/5-endo-dig cyclization of terminal alkynes (including acetylenic carbinols) with o-iodoanilides in water is reported. The reaction is carried out using PPh3 and CuI as co-catalysts and 2-aminoethanol as a base. The reaction appears to tolerate a variety of functional groups present in the alkynes and does not require the use of any organic co-solvent.

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Final Thoughts on Chemistry for 1448-87-9

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Iron-catalyzed Minisci acylation of N-heteroarenes with alpha-keto acids

An efficient and mild protocol has been developed for the Minisci acylation reactions of nitrogen-containing heteroarenes with alpha-keto acids. Distinct from the conventional Minisci acylation conditions, the chemistry was performed using non-noble metal Fe(II), instead of expensive Ag(I) salt, as catalyst. A wide range of substrates, including aliphatic or aromatic alpha-keto acids, as well as various N-heteroarenes, proved to be compatible with the protocol. Scale-up experiment also demonstrates the practicality of the approach.

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Simple exploration of 2213-63-0

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Synthesis, structure elucidation and antibacterial evaluation of new steroidal -5-en-7-thiazoloquinoxaline derivatives

Some heterocyclic systems namely cholest-5-en-7-thiazolo[4,5-b]quinoxaline-2-yl-hydrazone] were synthesized by the reaction of cholest-5-en-7-one-thiosemicarbazone with 2,3-dichloroquinoxaline at 80 C in high yield. The thiosemicarbazone derivatives were obtained by the condensation of the thiosemicarbazide with steroidal ketones. All the compounds have been characterized by means of elemental analyses, IR, 1H NMR and mass spectroscopic data. The in vitro antibacterial activity was evaluated by disk diffusion method and then the minimum inhibitory concentration (MIC) of compounds was determined against the culture of Escherichia coli. The results were compared with the standard drug chloramphenicol. The results showed that compounds 7 and 8 are better antibacterial agents as compared to chloramphenicol.

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Can You Really Do Chemisty Experiments About Quinoxaline-2,3-diamine

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Chemical and electrochemical reduction of pyrazino<2,3-b>quinoxalines

The hydrogenation of 2,3-dimethylpyrazino<2,3-b>quinoxaline 1 and 2-phenylpyrazino<2,3-b>quinoxaline 2 leads to the corresponding 5,10-dihydroderivatives 3b and 4b.LiAlH4 reduction of 2, of 2,3-dimethyl-6,7-diphenylpyrazino<2,3-b>pyrazine 8 and 2,6,7-triphenylpyrazino<2,3-b>pyrazine 9 furnishes the corresponding 1,2,3,4-tetrahydroderivatives 7, 10 and 11.NaBH4 reduction of 2 leads to a mixture of 4b and 7.In hydroorganic medium 1 and 2 are electrochemically reduced to 3b and 4b with which they form a redox system.

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The important role of 6-Nitroquinoxaline

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Nucleophilic vinylic substitution (SNV) of activated alkoxymethylene derivatives with 6-aminoquinoxaline

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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More research is needed about 2-Chloroquinoxaline

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Cross-coupling of cyclopropyl- and cyclobutyltrifluoroborates with aryl and heteroaryl chlorides

(Chemical Equation Presented) Suitable conditions were found for the Suzuki-Miyaura cross-coupling reaction of potassium cyclopropyl-and cyclobutyltrifluoroborates with aryl chlorides. Both of these secondary alkyl trifluoroborates coupled in moderate to excellent yield with electron-rich, electron-poor, and hindered aryl chlorides to give a variety of substituted aryl cyclopropanes and cyclobutanes.

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Convergent functional groups. 9. Complexation in new molecular clefts

Two new 2,7-di-tert-alkyl-9,9-dimethylxanthene-4,5-dicarboxylic acids are prepared as organic soluble, U-shaped modules for the construction of molecular hosts. Condensation of two diacid units with spacers (e.g., hydroquinone, 4,4?-biphenol, and 2,6-diaminonaphthalene) gives large structures capable of assuming cleftlike shapes that complex sizable guests such as DABCO, quinine, quinidine, and quinoxaline-2,3-dione. The xanthene diacids and their derivatives are shown to contain intramolecular hydrogen bonds that organize the binding sites and modify their chemical properties.

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A new application about 18514-76-6

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Rhodium-catalyzed NH-indole-directed ortho C?H coupling of 2-arylindoles with diazo compounds via metal carbene migratory insertion

A high regioselective rhodium-catalyzed ortho C?H coupling of 2-arylindoles with diazo compounds via NH-indole-directed C?H bond activation has been developed. The catalytic reaction features mild reaction conditions, broad substrate scope and good functional group tolerability.

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Properties and Exciting Facts About 2,6-Dichloroquinoxaline

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13C-NMR Study of 4H-1,3,4-Thiadiazino[5,6-b]quinoxalines. A Proof for the N5-Deuteration in Deuteriotrifluoroacetic Acid

The carbon signals of the 2-acylamino-4H-1,3,4-thiadiazino[5,6-b]quinoxalines 1a,b, 2-acylamino-4H-1,3,4-thiadiazino[5,6-b]quinoxaline 1,1-dioxides 2a,b, and 2-amino-4H-1,3,4-thiadiazino[5,6-b]quinoxaline 3 in deuteriodimethyl sulfoxide and in deuteriotrifluoroacetic acid were assigned by the nmr (HMBC, HMQC) spectroscopy. The comparison of the carbon chemical shifts in deuteriodimethyl sulfoxide with those in deuteriotrifluoroacetic acid clarified that compounds 1a, 1b, and 3 were deuterized at the N5-position in deuteriotrifluoroacetic acid, while the 1,1-dioxides 2a,b did not undergo the N5-deuteration in deuteriotrifluoroacetic acid.

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