• Title/Summary/Keyword: quinoxaline

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Synthesis of 2-(Pyrazol-1-yl)quinoxalines and 2,3-Di(pyrazol-1-yl)quinoxalines (2-(Pyrazol-1-yl)quinoxaline류 및 2,3-Di(pyrazol-1-yl)quinoxaline류의 합성)

  • Kim, Ho-Sik;Jeong, Won-Young;Choi, Kyung-Ok;Lee, Seong-Uk;Kwag, Sam-Tag;Lee, Man-Kil
    • Journal of the Korean Chemical Society
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    • v.46 no.1
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    • pp.37-45
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    • 2002
  • The reaction of 3,6-dichloro-2-(3,5-dimethylpyrazol-1-yl)quinoxaline(8) or 6-chloro-3-hydrazino-2-(3,5-dimethylpyrazol-1-yl)quinoxaline(9) with substituted anilines, sulfa drugs and heteroacyl chlorides gave 2-(pyrazol-1-yl)quinoxalines(10-12). The reaction of compound 9 with alkyl (ethoxymeth-ylene) cyanoacetates resulted in the intramolecular cyclization to give 2,3-di(pyrazol-1-yl)quinoxalines(13).

Synthesis of 4H-1,3,4-Oxadiazino[5,6-b]quinoxaline Derivatives (새로운 4H-1,3,4-Oxadiazino[5,6-b]quinoxaline 유도체들의 합성)

  • Kim, Tong Eun;Kim, Ho Sik
    • Journal of the Korean Chemical Society
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    • v.42 no.4
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    • pp.449-453
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    • 1998
  • The reaction of 6-chloro-2-hydrazinoquinoxaline 4-oxide (11) with ethyl chloroglyoxylate provided ethyl 8-chloro-4H-1,3,4-oxadiazino[5,6-b]quinoxaline-2-carboxylate (12) through the intramolecular cyclization. The reaction of 12 with hydrazine hydrate afforded the $C_2$-hydrazinocarbonyl derivative 13, whose reactions with substituted benzaldehydes or heteroaryl aldehydes provided 8-chloro-2-(substituted benzylidenehydrazinocarbonyl)-4H-1,3,4-oxadiazino[5,6-b]quinoxalines (14) or 8-chloro-2-[(2-substituted methylidene)hydrazinocarbonyl]-4H-1,3,4-oxadiazino[5,6-b]quinoxalines(15), respectively.

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Phosphomolybdic Acid-Catalyzed Highly Efficient and Simple One-Pot Synthesis of Quinoxaline (인 몰립덴산을 촉매로 이용한 효과적이고 간단한 퀸옥살린의 One-Pot합성)

  • Chaskar, Atul;Padalkar, Vikas;Phatangare, Kiran;Langi, Bhushan;Naik, Pallavi
    • Journal of the Korean Chemical Society
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    • v.53 no.6
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    • pp.727-730
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    • 2009
  • A series of quinoxaline derivatives were efficiently synthesized in excellent yield using phosphomolybdic acid as a catalyst. The advantages of present methods are ambient reaction temperature, simplicity of operation, high atom economy, recyclability of HPA catalyst and ecofriendly nature of reaction medium.

Studies on Synthesis and Heterocyclisation Reactions of Michael Products and Formation of New 1, 4-Thiazine Quinoxaline Derivatives

  • Mahgoub, S.A.
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.319-324
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    • 1990
  • Synthesis of $\alpha$-piperidino and $\alpha$-morphelino styryl quinoxalinone 2f, 2g respectively by facile one step method is reported. The Michael adducts (3a-d) obtained by the interaction of 2-styryl-2 (1H) quinoxalinone (2) and ethylacetoacetate have been treated with resorcino and hydroxylamine separately. With resorcinol the chromones (4) are obtained whereas with ydroxylamine isoxazoles (6) are the products. Michael addition of acetylacetone to 2 leads to 3-[1'-aryl-2'-(2'-hydroxy-3'-quinoxalinyl)ethyl]-2, 4-pentanediones (5) which undergo cyclisation with hydroxylamine to give isoxazoles (7). Addition of thiopenol and thioglycolic acid to 2 gives 3-$\alpha$[$\beta$-(phenyl)-$\beta$-(plenylthio)]ethyl-2(1H)-quinoxalinone (8) and 3-$\alpha$-[$\beta$-phenyl)-$\beta$-(hydroxycarbonylmethylithio)]-ethyl-2(1H)-qui noxalinone (9) respectively. 2-Bromomethyl-2(1H)-quinoxalinone (1b) reacts with thioglycolic acid to gives S-[2 (1H)-oxoquionoxaline-3-yl-methyl] mercaptoacetic acid (10) which on cyclisation with acetic anhydride/pyridine affords 1, 2, 5, 6-tetrahydro [1, 4]thiazino[4, 3-a] quinoxaline-1, 6-dione (11).

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Synthesis and Photovoltaic Properties of New π-conjugated Polymers Based on 2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline (2,3-Dimethyl-5,8-dithiophen-2-yl-quinoxaline을 기본 골격으로 한 새로운 고분자 물질의 합성 및 광전변환특성)

  • Shin, Woong;Park, Jeong Bae;Park, Sang Jun;Jo, Mi Young;Suh, Hongsuk;Kim, Joo Hyun
    • Applied Chemistry for Engineering
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    • v.22 no.1
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    • pp.15-20
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    • 2011
  • Poly[2,3-dimethyl-5,8-dithiophene-2-yl-quinoxaline-alt-9,9-dihexyl-9H-fluorene] (PFTQT) and poly[2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline-alt-10-hexyl-10H-phenothiazine (PPTTQT) based on 2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline weresynthesized by Suzuki coupling reaction. All polymers were soluble in common organic solvents such as chloroform, chlorobenzene, o-dichlorobenzene, tetrahydrofuran (THF) and toluene. The maximum absorption wavelength and band gap of PFTQT were 440 nm and 2.30 eV, and PPTTQT were 445 nm and 2.23 eV, respectively. The HOMO and LUMO energy level of PFTQT were -6.05 and -3.75 eV, and PPTTQT were -5,89 and -3.66 eV, respectively. The organic photovoltaic devices based on the blend of polymer and PCBM (1 : 2 by weight ratio) were fabricated. Efficiencies of devices were 0.24% (PFTQT) and 0.16% (PPTTQT), respectively. The short circuit current density ($J_{sc}$), fill factor (FF), and open circuit voltage ($V_{oc}$) of the device with PFTQT were $0.97mA/cm^2$, 29% and 0.86 V, and the device based on PPTTQT were $0.80mA/cm^2$, 28% and 0.71 V, 31% and 0.71 V, respectively, under air mass (AM) 1.5 G and 1 sun condition ($100mA/cm^2$).