• Title/Summary/Keyword: Dihydropyrimidinones

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One-pot Synthesis of Dihydropyrimidinones Using Polyoxometalate Tri-supported Transition Metal Complexes (Polyoxometalate Tri-supported Transition Metal Complexes를 이용한 Dihydropyrimidinones의 one-pot 합성)

  • Fazaeli, Razieh;Aliyan, Hamid;Mohammadifar, Foroogh;Zamani, Amir Abbas;Bagi, Mohammad Javad
    • Journal of the Korean Chemical Society
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    • v.55 no.4
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    • pp.666-672
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    • 2011
  • The catalytic activity of an inorganic-organic complex with a vanadium-substituted polyoxometalate 1, formulated as [Cu(2,2'-bipy)]$[Cu(2,2'-bipy)_2]_2[PMo_8V_6O_{42}]{\cdot}1.5H_2O$ was studied in the Biginelli reactions. The obtained results showed that, in the one-pot synthesis of dihydropyrimidinones, the turnover frequencies (TOF) for the [Cu(2,2'-bipy)]$[Cu(2,2'-bipy)_2]_2[PMo_8V_6O_{42}]{\cdot}1.5H_2O$ catalyst were higher than the $H_3PMo_{12}O_{40}$ catalyst.

Simple Method of Preparation and Characterization of New Antifungal Active Biginelli Type Heterocyclic Compounds

  • Pothiraj, C.;Velan, A. Senthilkumara;Joseph, J.;Raman, N.
    • Mycobiology
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    • v.36 no.1
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    • pp.66-69
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    • 2008
  • A simple, efficient and cost effective method is described for the synthesis of Biginelli type heterocyclic compounds of dihydropyrimidinones analogous. They were prepared from a reaction mixture consisting of substituted benzaldehydes, thiourea and ethylacetoacetate using ammonium dihydrogenphosphate as catalyst. The procedure for the preparation of the compounds is environmentally benign and safe which is advantageous in terms of experimentation, catalyst reusability, yields of the products, shorter reaction times and preclusion of toxic solvents. The four new synthesised compounds were tested for their antifungal activity. They have good antifungal activity comparing to the standard (Fluconazole).

Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Using HClO4-SiO2 as a Heterogeneous and Recyclable Catalyst

  • Maheswara, Muchchintala;Oh, Sang-Hyun;Kim, Ke-Tack;Do, Jung-Yun
    • Bulletin of the Korean Chemical Society
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    • v.29 no.9
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    • pp.1752-1754
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    • 2008
  • A simple and efficient synthesis of 3,4-dihydropyrimidinones or thiones is described, using silica-supported perchloric acid ($HClO_4-SiO_2$) as a heterogeneous catalyst from an aldehyde, $\beta$-dicarbonyl compound, and urea or thiourea under solvent-free conditions. Compared to the classical Biginelli reactions, this method consistently has the advantage of high yields, short reaction time, easy separation, and tolerance towards various functional groups.

One-Pot and Green Procedure for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-(thio)ones Using ZnO Nanoparticles as a Solid Acid Catalyst

  • Hassanpour, Akbar;Abolhasani, Jafar;Khanmiri, Rahim Hosseinzadeh
    • Journal of the Korean Chemical Society
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    • v.58 no.5
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    • pp.445-449
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    • 2014
  • A convenient and efficient method has been developed for the one-pot synthesis of dihydropyrimidinones (DHPMs) compounds. Dihydropyrimidinone derivatives were synthesized in good yields using ethyl acetoacetate, aldehyde (aromatic and aliphatic) and urea or thiourea in the presence of ZnO nanoparticles as a catalyst in $H_2O$ as solvent at $80^{\circ}C$. This green chemistry procedure applied to the Biginelli reaction using ZnO nanoparticles as catalyst and illustrated as a rapid preparation of DHPMs in water as solvent. The products were identified by physical data (mp) by comparison with those reported in the literatures.

A Facile Solvent and Catalyst Free Synthesis of New Dihydro Pyrimidinones as Antimicrobial Agents

  • Hegde, Hemant;Ahn, Chuljin;Gaonkar, Santosh L.;Shetty, Nitinkumar S.
    • Journal of the Korean Chemical Society
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    • v.63 no.6
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    • pp.435-439
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    • 2019
  • An efficient one pot multicomponent synthesis of pyrimidinone derivatives of Biginelli type is described. 4-amino-6-aryl-pyrimidine-5-carbonitrile molecules were synthesized efficiently via three-component Biginelli-type condensation of aldehyde, malononitrile, and semicarbazone as urea substituent in the presence of a catalytic amount of PEG-400 as green medium under microwave irradiation. The reactions proceeded efficiently in the presence of microwave radiation to afford the desired products in good to excellent yields. Products have been confirmed by IR, and NMR spectral analysis. All the molecules were tested for their antimicrobial activity against E. coli, S. aureus, P. aeruginosa and C. tropicalis. Some of the compounds have shown moderate to good inhibition efficiency against both gram-positive and gram-negative bacteria. The potent activity was observed against the fungal species with minimum inhibition concentration 12.5 ㎍/mL.

Novel Tri- and Tetra-substituted Pyrimido[4,5-d]pyridazines: Regiospecific Synthesis Catalyzed by Silica Supported Yttrium Trinitrate

  • Karami, Bahador;Akrami, Sedigheh;Khodabakhshi, Saeed
    • Bulletin of the Korean Chemical Society
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    • v.34 no.12
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    • pp.3677-3680
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    • 2013
  • Novel tri- and tetra-substituted pyrimido[4,5-d]pyridazines-2(1H,3H,7H)-ones have been synthesized via the regiospecific condensation reaction of hydrazine derivatives with 5-acetyl-4-aryloyl-6-methyl-3,4-dihydropyrimidinones in the presence of $SiO_2-Y(NO_3)_3$ as a green and recyclable catalyst under solvent-free conditions. All products were obtained in high yields and short reaction time. Employing this method is in accord with green chemistry principles.

Synthesis and Characterization of Zn(1-x)NixAl2O4 Spinels as a New Heterogeneous Catalyst of Biginelli's Reaction

  • Akika, Fatima-Zohra;Kihal, Nadjib;Habila, Tahir;Avramova, Ivalina;Suzer, Sefik;Pirotte, Bernard;Khelili, Smail
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1445-1453
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    • 2013
  • $Zn_{(1-x)}Ni_xAl_2O_4$ (x = 0.0-1.0) spinels were prepared at $800^{\circ}C$ by co-precipitation method and characterized by infrared spectroscopy, X-ray diffraction, scanning electron microscopy and X-ray photoelectron spectroscopy. The specific surface area was determined by BET. SEM image showed nano sized spherical particles. XPS confirmed the valence states of the metals, showing moderate Lewis character for the surface of materials. The powders were successfully used as new heterogeneous catalysts of Biginelli's reaction, a one-pot three-component reaction, leading to some dihydropyrimidinones (DHPMs). These new catalysts that produced good yields of DHPMs, were easily recovered by simple filtration and subsequently reused with persistent activity, and they are non-toxic and environmentally friendly. The optimum amount of catalyst is 20% by weight of benzaldehyde derivatives, while the doping amount has been found optimal for x = 0.1.