• Title/Summary/Keyword: 2-Malononitrile

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A Study on the Hydrolysis and Analysis of o-Chlorobezylidenemalononitrile (o-Chlorobenzylidenemalononitrile의 가수분해 및 분석에 관한 연구)

  • Park, Sung-Woo;Kim, Nam-Yee;Kim, Dong-Hwan;Hong, Sung-Work;Sung, Nack-Do;Kim, Il-Kwang;Oh, In-Kio
    • Analytical Science and Technology
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    • v.5 no.4
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    • pp.443-454
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    • 1992
  • The analysis, hydrolysis mechanism, oxidation, reduction, thermal decomposition and metabolism of irritant materials such as chloroacetophenone isomers, bromophenylacetonitrile isomers, o-chlorobenzylidenemalononitrile(CS), and ethylisothiocyanate, etc. are interested in forensic science. We had studied hydrolysis of CS in 10% MeOH-$H_2O$ and 10% dioxane-$H_2O$ at pH 1.0~11.0 and various temperatures. As a result, we identified o-chlorobenzaldehyde and malononitrile that were formed by hydrolysis of CS by using gas chromatography/mass spectrometry, UV/Vis spectrometry, and polarographic method.

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Pyran and Pyridine as Building Blocks in Heterocyclic Synthesis (이중고리 합성에 블록제로서 이용된 피란과 피리딘)

  • El-Hashash, Maher.A.;El-Sawy, Abdallah.A.;Eissa, Abdelmonem.M.F.
    • Journal of the Korean Chemical Society
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    • v.53 no.3
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    • pp.308-324
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    • 2009
  • The present work is devoted to study the interaction of $\beta$-aroylacrylic acid derivative (3) with malononitrile in (DMF) in the presence of piperidine and/or ammonium acetate, then using the formed compounds as starting materials for synthesizing fused and isolated heterocyclic systems. It has been established that the $\beta$-aroylacrylic acid (3) reacts with malononitrile in (DMF) in the presence of piperidine as a catalyst with the formation of 4H-pyran derivative (4). By changing the catalyst into ammonium acetate, pyridine derivative (5) has been obtained. Also the N-maleamic acid derivatives (19) and (27) have been synthesized via the interaction of (4) and (5) with maleic anhydride. The purpose of this step is to study the behavior of the formed maleamic acid derivatives – as analogies of $\beta$-aroylacrylic acids – towards different active methylene compounds under Michael addition reaction.

A New Synthetic Route to Poly(benzimidazole) and the Related Model Reactions to Imidazoline and Benzimidazole

  • Shin, G. I.;Kim, Ji Heung
    • Bulletin of the Korean Chemical Society
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    • v.17 no.1
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    • pp.29-33
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    • 1996
  • Mono-, or di-substituted chlorodicyanovinyl benzene compound was reacted with an excess amount of ethylenediamine to give corresponding imidazoline product with high reaction yield. This reaction occurs by stable imidazoline ring-forming process through nucleophilic attack of terminal amine on the enaminonitrile adduct, the reaction intermediate, toward electropositive enamine carbon, which is accompanied by the release of neutral malononitrile moiety. The similar reaction with 1,2-phenylenediamine produced stable enaminonitrile-amine adduct at lower temperature which could be cyclized intramolecularly to thermally stable benzimidazole at elevated temperature in solution or in solid state. From the difunctional compound of both reactants, poly(enaminonitrile-amine) could be prepared as a new soluble precursor polymer for well-known polybenzimidazole (PBI). The thermal cyclization reaction accompanying the release of malononitrile molecules was studied using thermalanalysis and infrared spectroscopy.

Synthesis of Some Pyridine and Dihydropyridine Derivatives from 7-Hydroxy-8-Methoxyl-2-Oxo-2H-1-Benzopyran-6-Carboxaldehyde

  • El-Diwani, Hoda I.
    • Archives of Pharmacal Research
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    • v.18 no.1
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    • pp.27-30
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    • 1995
  • The Hantzsh reaction of 7-hydroxy-8-methoxy-2-oxo-2H-benzopyran-6-carboxaldehyde (1) with ethyl acetoacetate and ammonia yields the dihydropyridine derivative 2 together with the pyridine derivative 3 and the eight membred ring derivative 4. Reaction of 1 with ethyl cyanoacetate and malononitrile gives the iminodicoumarin derivatives 5 and 6 respectiely. The latter compound was reacted with butan-2-one and acetophenone to produce the Michael adduct 71, b and the 2-aminopyridine derivatives 8a, b.

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Synthesis and Pharmacological Studies of Some Pyrone and Benzodifuran Derivatives

  • Hishmat, Orchidee H.;El-Diwani, Hoda I.;Bakr, Sherifa M.A.;Mahmoud, Sawsan S.;Nada, Somaya A.
    • Archives of Pharmacal Research
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    • v.16 no.2
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    • pp.168-174
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    • 1993
  • The michael adducts 2a, b were obtained from the reaction of the phenylacelyl derivative 1 with benzadehyde and p-anisaldehyde and p-anisaldehyde respectively. 2a and 2b were subjected to react with cyanoethanoic acid hydrazide, malononitrile, cyanothioacetamide, cyanoacetamide and 1, 1, 3-tricyano-2-amino propene to yield 4a-h and 5a, b respecitively. Hydrogen peroxide oxidation of 2a, b gave the aurone derivative 6a, b. The pyone derivatives 8a, b were obtained from 2a, b by addition of chioroacetyl chioride followed by dehydrochlorination.

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Synthesis and Structure of Purine Derivatives as Antitumor Effects

  • Moharram, H.H.;El-Bayouki, Khairy A.M.;Haggag, B.;Basyouni, W.M.;Osman, A.M.
    • Archives of Pharmacal Research
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    • v.12 no.2
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    • pp.138-142
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    • 1989
  • The nucleophilic substitution reaction of 6-chloro purines (I) with malononitrile and ethyl cyanoacetate is carried out in DMSO and in the presence of an alkali. The possible tautomeric-ylidene form for the products is considered and discussed in view of IR, UV, NMR and mass spectral determinations. The derivatives were tested for their antitumor activities.

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Synthesis and Absorption Spectral Properties of Bis-methine Dyes Exemplified by 2,5-Bis-arylidene-1-dicyanomethylene-cyclopentanes

  • Asiri, Abdullah Mohamed
    • Bulletin of the Korean Chemical Society
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    • v.24 no.4
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    • pp.426-430
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    • 2003
  • A range of methine dyes has been synthesized by condensation of highly electronegative active methylene compound dicyanomethylenecyclopentane derived from cyclopentanone with the formyl group of substituted benzaldehydes. The electronic absorption spectroscopic properties of the dyes were investigated. In general, substituents on the aromatic aldehyde moiety have a significant effect on the visible absorption maxima of the dyes; increasing the solvent polarity also showed a pronounced effect on the absorption maxima.

Cure Kinetics of Natural Zeolite/Epoxy Composites (천연 제올라이트/에폭시 복합재료의 경화반응 속도론)

  • Lee, Jae-Young;Chun, In-Sook;Shim, Mi-Ja;Kim, Sang-Wook
    • Applied Chemistry for Engineering
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    • v.7 no.2
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    • pp.387-392
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    • 1996
  • Natural zeolite/epoxy resin composites were prepared and the cure kinetics was studied by dynamic DSC analysis. With the increments of natural zeolite content, the reaction starting temperature and the exothermic peak temperature were decreased. When diglycidyl ether of bisphenol A(DGEBA)/4,4'-methylene dianiline(MDA)/malononitrile(MN, 10phr) was filled with 20phr of zeolite, DSC thermogram had one peak and when it was filled with 30phr of zeolite, a shoulder appeared on the DSC thermogram. With the filling of 40phr of zeolite, DSC thermogram was separated into two peaks and the activation energy of the first peak, $Ea_1$ was 12.30 kJ/mol and that of the second peak, $Ea_2$ was 12.70 kJ/mol.

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