• Title/Summary/Keyword: 3,4-Dihydropyrimidin-2(1H)-one

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A Convenient One-Pot Biginelli Reaction Catalyzed by Y(OAc)3: An Improved Protocol for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Analogues

  • Aridoss, Gopalakrishnan;Jeong, Yeon-Tae
    • Bulletin of the Korean Chemical Society
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    • v.31 no.4
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    • pp.863-868
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    • 2010
  • Yttrium(III) acetate hydrate-catalyzed novel synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)one derivatives was achieved through one-pot three-component condensation of diversified aldehydes, $\beta$-ketoesters and urea or N-methylurea or thiourea with a molar ratio of 1:1:1.4. In comparison to the classical Biginelli approach, this catalytic method has the advantages of short reaction time and improved product yield.

The study of Synthesis of Dihydropyrimidine for Cardiotropic Drugs Using New Catalysts on the Basis of Nano Cu Oxides (신촉매 나노 구리산화물을 이용한 심혈관 의약품용 Dihydropyrimidine 제조 연구)

  • Uhm Y. R.;Lee M. K.;Rhee C. K.
    • Journal of Powder Materials
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    • v.12 no.6 s.53
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    • pp.441-446
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    • 2005
  • The copper oxide nano powders were synthesized by levitational gas condensation (LGC) method, and were applied to catalyst to fabricate 3,4-dihydropyrimidin-2-(1H)-one. Processes of adsorption of Biginelli reaction reagents on the copper nanooxide surface $Cu_2O{\circ}CuO$ were studied by IR-spectroscopy. It was shown that benzaldehyde coordination, acetoacetic ether on the oxide surface is carried out with participation of carbonyl fragments, urea by N-H bonds which affects positively on the reagents reactivity.

1,3-Dichloro-5,5-dimethylhydantoin as a Novel and Efficient Homogeneous Catalyst in Biginelli Reaction

  • Hojati, Seyedeh Fatemeh;Gholizadeh, Mostafa;Haghdoust, Mahnaz;Shafiezadeh, Fatemeh
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3238-3240
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    • 2010
  • A new and efficient method for the preparation of substituted 3,4-dihydropyrimidin-2(1H)-ones via Biginelli synthesis using catalytic amounts of 1,3-dichloro-5,5-dimethylhydantoin is presented. Short reaction times, easy work-up, high yields of products and stability, easy-handling, non-toxicity and cheapness of the catalyst are noteworthy advantages of the present work.

Silica Gel-Supported Polyphosphoric Acid (PPA-SiO2) Catalyzed One-Pot Multi-Component Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones: An Efficient Method for the Biginelli Reaction

  • Zeinali-Dastmalbaf, Mohsen;Davoodnia, Abolghasem;Heravi, Majid M.;Tavakoli-Hoseini, Niloofar;Khojastehnezhad, Amir;Zamani, Hassan Ali
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.656-658
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    • 2011
  • A green and efficient method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones through one-pot three-component reaction of ethyl acetoacetate, an aryl aldehyde, and urea or thiourea in acetonitrile using silica gel-supported polyphosphoric acid (PPA-$SiO_2$) as catalyst is described. Compared to the classical Biginelli reaction conditions, the present methodology offers several advantages such as high yields, relatively short reaction times, mild reaction condition and a recyclable catalyst with a very easy work up.

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.