• Title/Summary/Keyword: 1,3-Diones

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Synthesis of 1N-alkyl-2-amino-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (I) (1N-알킬-2-아미노-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (I))

  • Suh, Myung-Eun;Shin, Sung-Hee
    • YAKHAK HOEJI
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    • v.41 no.5
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    • pp.575-581
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    • 1997
  • The 6,7-dichlorquinoline-5,8-dione was reacted with ${alpha}$-cyanoacetic acid ethyl ester in ammonia solution to yield 6-(${alpha}$-cyano-${alpha}$-ethoxycarbonyhnethyl)-7-chloroquinoline- 5,8-dione (compound I). When this compound was reacted with some alkyl amines (methylamine, ethylamine, isopropylamine, etc) 2-amino-3-ethoxycarbonyl-N-alkyl-pyridino[2,3-f]indole-4,9-diones (compounds II a-e) were obtained.

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Synthesis and Investigation of Mass Spectra of 3-(substituent)-benzopyran[3.2-c]-[1]-benzopyran-6,7-diones (3-치환-벤조피란[3,2-c]-[1]-벤조피란-6,7-다이온의 합성과 질량스펙트럼)

  • I. M. EI-Deen;H.K. Ibrahim
    • Journal of the Korean Chemical Society
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    • v.47 no.2
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    • pp.137-146
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    • 2003
  • 3-Hydroxybenzopyran[3,2-c]-[1]-benzopyran-6,7-diones (3) and 3-methoxycarbonylcoumarin (4) were prepared via condensation of 1 with resorcinol in the presence of sodium methoxide. The chemical behavior of 3 towards acetic anhydride, alkyl halides and diazonium chloride is described. The electron impact ionization mass spectra of compounds 4,5 and 6a,b show a weak molecular ion peak and a base peak of m/z 89, m/z 280. m/z 91 and m/z 120 resulting from a cleavage fragmentation respectively. The molecular ion of compounds 3, 6b, and 7a is a base peak of m/z 280, m/z 366 and m/z 488 respectively. Compound 7a give a characteristic fragmentation pattern with a two very stable fragmentation of m/z 383 and m/z 77.

Synthesis, Characterization and Biological Activities of Novel (E)-3-(1-(Alkyloxyamino)ethylidene)-1-alkylpyrrolidine-2,4-dione Derivatives

  • Zhu, Zhao-Yong;Shi, Qing-Ming;Han, Bao-Feng;Wang, Xian-Feng;Qiang, Sheng;Yang, Chun-Long
    • Bulletin of the Korean Chemical Society
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    • v.31 no.9
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    • pp.2467-2472
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    • 2010
  • Twenty novel tetramic acid derivatives (E)-3-(1-(alkyloxyamino)ethylidene)-1-alkylpyrrolidine-2,4-diones were synthesized by the reaction of 3-(1-hydroxyethylidene)pyrrolidine-2,4-diones with O-alkyl hydroxylamines. The title compounds were confirmed by IR, $^1H$ NMR, MS and elemental analysis. The structure of compound 6r was further verified by X-ray diffraction crystallography. The bioassays showed that most of the title compounds exhibited noticeable herbicidal and fungicidal activities.

Selective Monobromination of 1,3-Diones with N-Bromosaccharin/Mg(ClO4)2 System in Solution and under Solvent-Free Conditions

  • Alinezhad, Heshmatollah;Tajbakhsh, Mahmood;Tehrani, Shahram Shahriari
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1543-1546
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    • 2011
  • N-Bromosaccharin/$Mg(ClO_4)_2$ is an effective and regioselective system for ${\alpha}$-monobromination of 1,3-dicarbonyl compounds. A wide variety of ${\beta}$-keto esters and 1,3-diketones in reaction with this system afforded a regioselectively ${\alpha}$-monobrominated products. The bromination reaction can be conducted at 0-5 $^{\circ}C$ either in solution or under solvent-free conditions.

Structure-Activity Relationship. A Theoretical Study of 1-phenylpyrrolidine-2,5-diones on the Antifungal Activities (구조-활성 상관 관계 . 1-Phenylpyrrolidine-2,5-dione 유사체의 Antifungal Activity에 관한 이론적 연구)

  • Park, Seong Sik;Choi, Sang Tae;Kim, Sang Yun;Yoh, Soo Dong
    • Journal of the Korean Chemical Society
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    • v.40 no.12
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    • pp.711-718
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    • 1996
  • The relationship between chemical structure and antifungal activity of benzene ring substituents of 1-phenylpyrrolidine-2,5-diones is studied by testing of model compounds and use of conformational data. The analysis revealed a number of structural features as essential for the antifungal effect: (1) the presence of an intact-NCO group and benzene moiety; (2) the distance between para substituents and the N atom within the 5.318∼5.320 ${\AA}$ range; (3) the distance between substituent X3 and X5 in the interval 5.437∼6.072 ${\AA}$ for the active analogues. And other parameters were discussed.

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Synthesis of Naphthacenone Derivatives Using a Michael Reaction (Michael 반응을 이용한 Naphthacenone 유도체의 합성)

  • Rho, Young S.;Yoo, Jin H.;Park, Si H.;Cho, In H.;Kwon, Yoon J.
    • Journal of the Korean Chemical Society
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    • v.40 no.7
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    • pp.519-525
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    • 1996
  • 3-Carbomethoxy-1(3H)-isobenzofuranone(9) underwent condensation with ${\alpha}{\beta}-unsaturated$, esters 3a-b to produce the corresponding naphthacene-6,7-diones 11a-b with high yields in one pot procedure. Among the naphthacene-6,7-diones formed, compound 11a without an ethyl group at C-9 position was oxidized to give the naphthacene-5,12-dione 13a, while compound 11b containing the ethyl group was oxidized to give a 3:2 mixture of the naphthacene-5,7,12-trione 12b and naphthacene-5,12-dione 13b under the same experimental conditions.

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