Day: February 9, 2023

Water-involving transfer hydrogenation and dehydrogenation of N-heterocycles over a bifunctional MoNi₄ electrode was written by Li, Mengyang;Liu, Cuibo;Huang, Yi;Han, Shuyan;Zhang, Bin. And the article was included in Chinese Journal of Catalysis in 2021.SDS of cas: 5448-43-1 This article mentions the following:

A room-temperature electrochem. strategy for hydrogenation (deuteration) and reverse dehydrogenation of N-heterocycles over a bifunctional MoNi₄ electrode is developed, which includes the hydrogenation of quinoxaline using H₂O as the hydrogen source with 80% Faradaic efficiency and the reverse dehydrogenation of hydrogen-rich 1,2,3,4-tetrahydroquinoxaline with up to 99% yield and selectivity. The in situ generated active hydrogen atom (H*) is plausibly involved in the hydrogenation of quinoxaline, where a consecutive hydrogen radical coupled electron transfer pathway is proposed. Notably, the MoNi₄ alloy exhibits efficient quinoxaline hydrogenation at an overpotential of only 50 mV, owing to its superior water dissociation ability to provide H* in alk. media. In situ Raman tests indicate that the Ni^II/Ni^III redox couple can promote the dehydrogenation process, representing a promising anodic alternative to low-value oxygen evolution. Impressively, electrocatalytic deuteration is easily achieved with up to 99% deuteration ratios using D₂O. This method is capable of producing a series of functionalized hydrogenated and deuterated quinoxalines. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1SDS of cas: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.SDS of cas: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Electrochemical carboxylation of some heteroaromatic compounds was written by Fuchs, Peter;Hess, Ulrich;Holst, Hans Henrik;Lund, Henning. And the article was included in Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry in 1981.Computed Properties of C8H5ClN2 This article mentions the following:

Thirty heteroaromatic compounds (e.g., 4-chloro-2,7,8-trimethylquinoline, 2-chloroquinoxaline, etc.) were investigated by cyclic voltammetry and/or preparative- scale electrolysis (PSE) in the absence and presence of CO₂. The rate constants for dehalogenation of the primarily formed anion radical of halogenated heterocycles were estimated from cyclic-voltammetric data, which indicated that carboxylation without Cl loss is possible under cyclic-voltammetric conditions when the rate constant for cleavage is <∼10⁴ s^-1. PSE confirmed that such halogenated heterocycles may be reductively carboxylated without loss of halogen. In the competition between cleavage and carboxylation, low temperatures favor the latter reaction. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Computed Properties of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Computed Properties of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quadruply Fused Aromatic Heterocycles toward 4 V-Class Robust Organic Cathode-Active Materials was written by Hatakeyama-Sato, Kan;Go, Choitsu;Akahane, Tomoki;Kaseyama, Takahiro;Yoshimoto, Takuji;Oyaizu, Kenichi. And the article was included in Batteries & Supercaps in 2022.SDS of cas: 1910-90-3 This article mentions the following:

Quadruply fused aromatic heterocycles are examined as 4 V-class organic cathode-active materials. A newly synthesized dimethylfluoflavin-substituted polymer displays reversible charge/discharge at high potentials of 3.5 and 4.1 V (vs. Li/Li⁺) as a cathode-active material for organic secondary batteries. The robust redox-active heterocycles enable the long cycle-life (>1000) while maintaining the high potential over 4 V. The linear polymer backbone and radical spin configuration in the heterocycles are the keys to enhancing the voltages and the cycle life. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3SDS of cas: 1910-90-3).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.SDS of cas: 1910-90-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis of quinoxaline- and isoquinolene-5,8-quinones was written by Tsizin, Yu. S.;Chernyak, S. A.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1975.Formula: C9H8N2O This article mentions the following:

6-Methoxyquinoxaline underwent successive nitration at C-5 and hydrogenation-reduction to give 5-amino-6-methoxyquinoxaline, which was oxidized by Fremy’s salt to give the quinoxaline quinone I. II was prepared similarly. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Formula: C9H8N2O).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Formula: C9H8N2O

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nickel-catalyzed electrochemical Minisci acylation of aromatic N-heterocycles with α-keto acids via ligand-to-metal electron transfer pathway was written by Ding, Hang;Xu, Kun;Zeng, Cheng-Chu. And the article was included in Journal of Catalysis in 2020.Reference of 6639-82-3 This article mentions the following:

A nickel-catalyzed electrochem. methodol. for the Minisci acylation of aromatic electron-deficient heterocycles with α-keto acids had been developed. The reaction was performed in an undivided cell under constant current conditions, featuring broad scope of substrates and avoiding the conventional utilization of silver-based catalysts in conjunction with excess amount of oxidants. Cyclic voltammetric anal. disclosed that a ligand-to-metal electron transfer process may be involved in the generation of the key acyl radicals. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Reference of 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Reference of 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Ruthenium(II) η⁶-arene complexes containing a dinucleating ligand based on 1,8-naphthyridine was written by Tang, Wei-Hung;Liu, Yi-Hung;Peng, Shie-Ming;Liu, Shiuh-Tzung. And the article was included in Journal of Organometallic Chemistry in 2015.Reference of 5448-43-1 This article mentions the following:

Ruthenium arene half-sandwich complexes, [(η⁶-p-cymene)₂Ru₂(μ-L)Cl₂](PF₆)₂ (3b, L = N,N,N’,N’-tetra-2-pyridinyl-1,8-naphthyridine-2,7-diamine) and [(η⁶-p-cymene)Ru(L’)Cl](PF₆) [4, L’ = tri-2-pyridinylamine], were synthesized and characterized by spectroscopic and anal. techniques. The mol. structure of [(η⁶-p-cymene)₂Ru₂(μ-L)Cl₂]Cl₂ (3a) was further determined by single-crystal x-ray anal. The use of these ruthenium complexes as pre-catalysts for oxidative coupling of 1,2-diols/1,2-aminoalc. with o-phenylenediamines leading to quinoxalines was investigated. Complex 3b appeared to be a good catalyst for this transformation. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Reference of 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used as dyes, pharmaceuticals, and antibiotics such as echinomycin, levomycin exhibiting antitumoral properties. Quinoxalines establish also the basis of anthelmintics and receptor antagonists.Reference of 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines was written by Zhou, Wei;Fan, Mengyang;Yin, Junli;Jiang, Yongwen;Ma, Dawei. And the article was included in Journal of the American Chemical Society in 2015.Recommanded Product: 5448-43-1 This article mentions the following:

A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K₃PO₄ as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N’-alkyl substituted or bis(N-alkyl) substituted oxalamides. Both the electronic nature and the steric property of the aromatic rings in ligands are important for their efficiency. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Recommanded Product: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nickel-catalyzed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines was written by Bera, Atanu;Sk, Motahar;Singh, Khushboo;Banerjee, Debasis. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Application In Synthesis of 6-Methoxyquinoxaline This article mentions the following:

The first nickel-catalyzed dehydrogenative coupling of primary alcs. and ethylene glycol with aromatic diamines for selective synthesis of mono- and di-substituted benzimidazoles and quinoxalines is reported. The earth-abundant, non-precious and simple NiCl₂/1,10-phenanthroline system enables the synthesis of N-heterocycles releasing water and hydrogen gas as byproducts. Mechanistic studies involving deuterium labeling experiments and quant. determination of hydrogen gas evaluation were performed. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Application In Synthesis of 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Application In Synthesis of 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 8. 2-[anilino]-3-[carboxy]-6(7)-substituted quinoxalines as non classical antifolate agents. Synthesis and evaluation of in vitro anticancer, anti-HIV and antifungal activity was written by Loriga, Mario;Moro, Pierangelo;Sanna, Paolo;Paglietti, Giuseppe;Zanetti, Stefania. And the article was included in Farmaco in 1997.Application of 49679-45-0 This article mentions the following:

Thirty quinoxalines bearing a substituted anilino group on position 2, a carboethoxy or carboxy group on position 3 and a trifluoromethyl group on position 6 or 7 of the heterocycle were prepared to evaluate in vitro anticancer activity. Preliminary screening performed at NCI showed that most derivatives exhibited a moderate to strong growth inhibition activity on various tumor panel cell lines between 10^-5 and 10^-4 molar concentrations Interesting selectivities were also recorded between 10^-8 and 10^-6 M for a few compounds One single compound exhibited good activity against Candida albicans. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Application of 49679-45-0).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Application of 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Iodine-alcohol molecular complexes was written by Derwish, Ghazi A. W.. And the article was included in Proc. Intern. Symp. Mol. Struct. Spectry., Tokyo in 1962.SDS of cas: 6639-82-3 This article mentions the following:

The absorption spectra of I in 12 aliphatic n-, sec-, tert-, and iso-alcs. show bands at about 455, 360, 290, and 220 mμ. The band at ∼455 mμ is shifted ∼450 cm.-1 to higher wavelengths in comparison to the ternary systems, I-alc.-inert solvent, while its intensity is enhanced. This is probably due to a solvation of the I-alc. complex by the polar alc. mols. Frequency and extinction of the band at 220230 mμ increase with increasing ionization potential of the corresponding alc., and the frequency is much higher than in the ternary systems involving inert solvents. These differences may be due to different extents of H bonding. The bands at ∼360 and ∼290 mμ, appearing after a few hrs. standing, are ascribed to I₃^–. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3SDS of cas: 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.SDS of cas: 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider