• Title/Summary/Keyword: Hantzsch 1,4-dihydropyridines

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Polymer Support Immobilized Acidic Ionic Liquid: Preparation and Its Application as Catalyst in the Synthesis of Hantzsch 1,4-Dihydropyridines

  • Jahanbin, Bentolhoda;Davoodnia, Abolghasem;Behmadi, Hossein;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2140-2144
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    • 2012

  • A polymer support immobilized acidic ionic liquid was prepared by copolymerization of 3-vinyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate with styrene in the presence of benzoyl peroxide and its primary application as a solid acidic heterogeneous catalyst to the synthesis of Hantzsch 1,4-dihydropyridines through a one-pot three-component reaction of aromatic aldehydes, ethyl acetoacetate and ammonium acetate was investigated. The results showed that this heterogeneous catalyst has high catalytic activity and the desired products were obtained in good to high yields. Moreover, the catalyst was found to be reusable and a considerable catalytic activity still could be achieved after third run.

  • https://doi.org/10.5012/bkcs.2012.33.7.2140 인용 PDF KSCI

An Expeditious Oxidative Aromatization of Hantzsch 1,4-Dihydropyridines to Pyridines Using Cetyltrimethylammonium Peroxodisulfate: A Phase Transferring Oxidant

  • Kumar, Parvin;Kumar, Ashwani
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2299-2303
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    • 2010

  • A new approach to the use of potassium peroxodisulphate as an oxidizing reagent is proposed and applied to the case of oxidative aromatization of 1, 4-dihydropyridines with cetyltrimethylammonium peroxodisulfate, a phase transfer oxidant. We demonstrate how it is possible to increase the reactivity of potassium peroxodisulphate in the presence of phase transfer catalyst. Dealkylation in case of 4-n-alkyl/n-alkenyl was not obtained.

  • https://doi.org/10.5012/bkcs.2010.31.8.2299 인용 PDF KSCI

Synthesis of 4-(2, 4 dioxo-5-pyrimidyl)-1, 4-dihydropyridine Derivatives

  • Suh, Jung-Jin;Hong, You-Hwa;Bae, Myn
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.310-313
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    • 1990

  • Hantzsch synthesis of 5-formyluracil (1) methyl acetoacetate (2) and methyl 3-aminocrotonate (3) gave 2, 6-dimethyl-4-(2, 4-dioxo-5-pyrimidy)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethylester (4a) in 54.6 yield. As the same procedure, 1, 3-dimethyl-5-formyl-uracil (6) gave 2, 6-dimethyl-4-(1, 3-dimethyl-2, 4-dioxo-5-pyrimidyl)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethyl easter (7a) IN 52.2% yield. 4a was methylated to afford 7a also in 52% yield.

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