• Title/Summary/Keyword: condensation reaction

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Synthesis of Chloral-2-acetothienone and Trichloroethylidene-2-acetothienone, and Reaction of Trichloroethylidene-2-acetothienone with Hydrazines (Chloral-2-acetothienone과 Trichloroethylidene-2-acetothienone의 합성 및 Trichloroethylidene-2-acetothienone 과 Hydrazien 들과의 반응)

  • Lee, Hyo Won;Lee, Youn Young
    • Journal of the Korean Chemical Society
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    • v.19 no.1
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    • pp.38-42
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    • 1975
  • Chloral-2-acetothienone was synthesized from the condensation of 2-acetothienone with chloral, and trichloroethylidene-2-acetothienone was obtained from the dehydration of chloral-2-acetothienone. From the reaction of trichloroethylidene-2-acetothienone with phenylhydrazine or substituted phenylhydrazines 2-aryl-6-(2-thienyl)-3(2H)-pyridazinones were obtained. 3-(2-Thienyl)-5-trichloromethyl-2-pyrazoline was synthesized from the reaction of trichloroethylidene-2-acetothienone with hydrazine hydrate.

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Novel Syntheses of Symmetric Alkyl-substituted β-Diketimines with Dimethylsulfate Assisted by Microwave

  • Yoon, Saetbyeol;Lee, Byoungki;Lee, EungJoon;Lee, Ik Mo
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2871-2876
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    • 2013
  • We present an efficient and new preparative method for the symmetric ${\beta}$-diketimines assisted by microwave. A series of N,N'-symmetrically alkyl substituted ${\beta}$-diketimines have been synthesized from the reaction of O-acylation with dimethylsulfate. Higher reproducibility and yield, lower cost and much improved green nature originated from no solvent condition and higher energy efficiency due to faster reaction time are major merits of this new method. In addition to these merits, almost every kind of ${\beta}$-diketimines including alkyl-substituted ${\beta}$-diketimines little reported yet has been successfully prepared. Much wider applications of these compounds in various fields are expected.

Phase Formation and Rheological Characteristics of LAS Derived from the Monophasic Sol-Gel Route (Sol-Gel 반응으로 유도된 LAS의 상 생성과 점성 특성)

  • 장현명;김광수;정창주
    • Journal of the Korean Ceramic Society
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    • v.28 no.5
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    • pp.365-372
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    • 1991
  • LAS (lithium aluminosilicate) sol was synthesized using the hydrolysis-condensation reaction of TEOS, chelated Al(OBus)3 and Li-salt with H2O in alcohol (EtOH+2-Propanol) medium. Effects of important reaction parameters on the properties of sol and gel-derived LAS were examined. The crystallization of the sol-gel derived LAS with ${\beta}$-spodumene composition began at ∼600$^{\circ}C$, and a series of polymorphic transformations occurred as temperature was increased to 1100$^{\circ}C$: amorphous LAS\longrightarrowhexagonal LiAl(SiO3)2\longrightarrow${\beta}$-spodumene. Lowering Li content in the gel enhanced densification and retarded the crystallization significantly. Optimum reaction conditions of LAS sol formation for thin coating applications were derived from rheological measurements, and these can be summarized as: H2O/total alkoxides molar ratio=4, pH=∼2.5, and aging time of ∼250h.

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Microwave-Assisted One-Pot Synthesis of Octahydroquinazolinone Derivatives Catalyzed by Thiamine Hydrochloride Under Solvent-free Condition

  • Badadhe, Pravin V.;Chate, Asha V.;Hingane, Dattatraya G.;Mahajan, Pravin S.;Chavhan, Namdev M.;Gill, Charansingh H.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.936-939
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    • 2011
  • Thiamine hydrochloride (VB1) has been used as an acid catalyst in organic synthesis. One pot three component Biginelli condensation of dimedone, urea/thiourea and substituted aromatic aldehydes catalyzed by 10 mol % of thiamine hydrochloride (VB1) in solvent free condition under microwave irradiation in good to excellent yields has been investigated. Utilization of microwave irradiation, simple reaction conditions, short reaction time, ease of product isolation, and purification makes this manipulation very interesting from an economic and environmental perspective.

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.

Scolecite Catalyzed Facile and Efficient Synthesis of Polyhydroquinoline Derivatives through Hantzsch Multi-component Condensation

  • Gadekar, Lakshman S.;Katkar, Santosh S.;Mane, Shivshankar R.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2532-2534
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    • 2009
  • A facile and efficient synthetic route has been developed for the polyhydroquinoline via four component reactions of aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in the presence of catalytic amount of scolecite in ethanol at 70 ${^{\circ}C}$ through Hantzsch reaction. This method gives remarkable advantages such as simple work-up procedure, environmentally friendly, inexpensive, non-toxic and recyclable catalyst, shorter reaction time along with excellent yields.

DFT Study on the Different Oligomers of Glycerol (n=1-4) in Gas and Aqueous Phases

  • Valadbeigi, Younes;Farrokhpour, Hossein
    • Journal of the Korean Chemical Society
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    • v.57 no.6
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    • pp.684-690
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    • 2013
  • Since a glycerol molecule has three active sites, two ${\alpha}$ and one ${\beta}$ hydroxyl groups; it undergoes condensation by releasing water molecules to produce linear, nonlinear and heterocyclic oligomers. The Gibbs free energy (G), enthalpy (H) and internal energy (E) of 7 diglycerol, 15 triglycerol and 23 tetraglycerol isomers were calculated at B3LYP level of theory using 6-311++G(d, p) basis set, in both gas and aqueous phases. Linear oligomers, ${\alpha}{\alpha}$-diglycerol, ${\alpha}{\alpha}$, ${\alpha}{\alpha}$-triglycerol and ${\alpha}{\alpha}$, ${\alpha}{\alpha}$, ${\alpha}{\alpha}$-tetraglycerol, were found to be the most stable oligomers in aqueous phase. It was found that the stability of cyclic oligomers decreases as the size of their rings increases. Cyclic oligomers are produced by dehydration of the acyclic ones which is an endothermic reaction while its ${\Delta}G$ is negative. The dehydration reaction is less endothermic in aqueous phase.

A Novel Route to New Bis(benzopyrano) Fused Dihydropyridines Using Dry Media

  • Kidwai, Mazaahir;Rastogi, Shweta;Mohan, Richa
    • Bulletin of the Korean Chemical Society
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    • v.25 no.1
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    • pp.119-121
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    • 2004
  • A new and efficient synthesis of the novel bioactive bis(benzopyrano) fused dihydropyridines is described. The conventionally developed route is a two step multicomponent condensation reaction. This is latter modified by a one pot microwave (MW) assisted reaction using inorganic solid support via the arylidene derivative intermediate. With this environmentally benign approach, the reaction time is brought down from hours to minutes along with a yield enhancement. Furthermore, the role of different solid supports is studied and it is concluded that the acidic alumina is the best solid support for the present investigation.

Photochemistry and Thermochemistry of Picolyl Chlorides

  • Shim, Sang-Chul;Kim, Sung-Sik
    • Bulletin of the Korean Chemical Society
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    • v.3 no.3
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    • pp.110-115
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    • 1982
  • Thermochemistry and photochemistry of picolyl chlorides were studied. The thermal reaction of 2-picolyl chloride in benzene afforded intermolecular condensation product. In the case of 3-picolyl chloride, this type of the reaction did not occur, but polymers were obtained. A cyclic hexamer, suggested by a molecular model, was not formed because of the steric strain and low reactivity. The thermal reaction of 4-picolyl chloride gave a cyclic hexamer as well as a polymer. The cyclic hexamer, identified by NMR spectrum, showed ${\lambda}_{max}$ at 460 nm. The cyclic hexamer was cloven to the linear structure. Photolysis of 2-picolyl chloride at 253.7 nm gave a para-isomer followed by polymerization. When a methyl hydrogen of 2-methylpyridine is substituted by $CH_3O$, iso-PrO, and EtO group, the photoisomerization to the corresponding anilines or para-substituted pyridines did not occur within the range of the time used for 2-picolyl chloride. Thermolysis of picolyl chlorides in an acidic methanol solution did not afford any product.

Hydroxy-Substituted Polyenaminonitrile as a Soluble Precursor for Rigid-Rod Polybenzoxazole

  • Kim, Ji Heung;Lee, Jae Gwan
    • Bulletin of the Korean Chemical Society
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    • v.22 no.9
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    • pp.999-1004
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    • 2001
  • (1-Chloro-2,2-dicyanovinyl)benzene or 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene was reacted with 2-amino-phenol to give the model compound, hydroxy enaminonitrile, which was found to undergo thermal cyclization reaction to form the corresponding benzoxazole. This intramolecular cyclization reaction is expected to occur through nucleophilic attack to electropositive enamine carbon by ortho-hydroxy group on the phenyl ring, which is accompanied by the release of neutral malononitrile through rearrangement. From each bifunctional monomer, o-hydroxy substituted polyenaminonitrile was prepared and characterized as a new precursor polymer for well-known aromatic polybenzoxazole. Also the unusual macrocyclic dimer formation from the 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene and 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane polymerization reaction system was discussed. The thermal cyclization reactions and the properties of polymers were investigated using FT-IR and thermal analysis (DSC & TGA).