• Title/Summary/Keyword: Benzil

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Synthesis of Quinazoline 4-one Drvivatives from 2-Aminobenzamide(II) - Reaction with $\gamma$-Lactone and Diketone (2-Aminobenzamide로부터 Quinazoline 4-one 유도체의 합성 (II) - $\gamma$-락톤과 디케톤과의 반응)

  • 서명은
    • YAKHAK HOEJI
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    • v.30 no.5
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    • pp.203-207
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    • 1986
  • 2-Aminobenzamide reacts with not only keton radical but also carbonyl group in carboxylic acid, to form easily -N-C-N-novel ring cyclization as a result I and V. In addition, it reacts with 1, 2-cyclohexadione or benzil, whitch are both 1, 2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1, 3-diketone radical, it reacted with only one carbanyl group and VI was produced. We investigated the reaction with cr-ketoester such as ethyl pyruvate and diethyl rnesoxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl measoxalate reacted at the ketone radical site rather than the ester site (product IX).

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An Efficient Synthesis of 2,4,5-Triaryl-1H-Imidazole Derivatives Catalyzed by Boric Acid in Aqueous Media Under Ultrasound-Irradiation

  • Shelke, Kiran F.;Sapkal, Suryakant;Sonal, Swapnil;Madje, Balaji R.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1057-1060
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    • 2009
  • Boric acid ($BO_3H_3$) is an inexpensive, efficient and mild catalyst for the synthesis of 2,4,5-triaryl-1H-imidazoles in excellent yields from the one-pot three-component condensation of benzil/benzoin, an aldehydes and ammonium acetate in aqueous media under ultrasound at room temperature. The remarkable advantages offered by this method are green catalyst, mild reaction conditions, simple procedures, much faster reactions and excellent yield of products.

A Fast, Highly Efficient and Green Protocol for One-Pot Synthesis of 2,4,5-Trisubstituted Imidazoles Catalyzed by [TBA]2[W6O19] as a Reusable Heterogeneous Catalyst

  • Ashrafi, Mozhgan;Davoodnia, Abolghasem;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1508-1512
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    • 2013
  • A simple and efficient synthesis of 2,4,5-trisubstituted imidazoles was achieved via a one-pot three-component cyclocondensation of benzil, aromatic aldehydes, and ammonium acetate in the presence of a catalytic amount of tetrabutylammonium hexatungstate $[TBA]_2[W_6O_{19}]$ as a heterogeneous catalyst under thermal solvent-free conditions. The key features of this methodology are operational simplicity, high yields, short reaction times, and a recyclable catalyst with a very easy work up.

Photochemical Cleavage of Dibenzoylmethane and Curcumin in the Presence of N,N-Dimethylaniline in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Kim, Ae-Rhan;Cho, Kyung-Won
    • Journal of Photoscience
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    • v.11 no.3
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    • pp.129-132
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    • 2004
  • Photochemically stable dibenzoylmethane and curcumin were cleaved dramatically when they were irradiated in the presence of N,N-dimethylaniline in methanol with 300 nm UV light. Several products such as benzil, secondary product derived from 1,4-diphenyl-1,4-butanedione, and unidentified compound were observed from the photoreactions of dibenzoylmethane with N,N-dimethylaniline. It was also found that one of the primary fragments produced by irradiation of curcumin in methanol were coupled with N,N-dimethylaniline to give a new enone compound, i.e., 1-(4-dimethylaminophenyl)-4-(4-hydroxy-3-methoxyphenyl)-but-3-en-2-one, as the major product.

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Photoaddition Reactions of Alkynes to Quinonoid Compounds

  • Kim Sung Sik;Kim Ae Rhan;Cho In Ho;Shim Sang Chul
    • Bulletin of the Korean Chemical Society
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    • v.10 no.1
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    • pp.57-60
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    • 1989
  • UV irradiation of anthraquinone and diphenylacetylene in benzene gave 1:1 photoadduct (7) and cyclization product (8). The photoreaction of anthrone and diphenylacetylene in dichloromethane afforded the photooxidation products (7, 8, and 9) in air. The photoproduct (7) underwent the cyclization reaction during the purification by the column chromatography (silica gel). When irradiated with 350 nm UV light, the product (11) of benzil reacted with diphenylacetylene to give a photoadduct(12).

Synthesis, Chemical Characterization and Catalytic Activity of Transition Metal Complexes Having Imine Based Nitrogen Donor Ligand (이민에 기초한 질소주개 리간드의 전이금속 착물 합성, 화학적 특성 및 촉매활성)

  • Hussain, Raja Azadar;Badshah, Amin;Asma, Maliha
    • Journal of the Korean Chemical Society
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    • v.54 no.1
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    • pp.23-26
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    • 2010
  • A Schiff base ligand (Z)-N-((Z)-2-(sec-butylimino)-1,2-diphenylethylidene)butan-2-amine was synthesized by condensation of benzil with sec-butyl amine. Complexation of the ligand was carried out with first row transition elements, manganese(II) and nickel(II). Ligand and complexes were characterized by FTIR, elemental analysis and thermogravimetric analysis in solid state and by NMR ($^1H,\;^{13}C$) in solution form. Both the complexes demonstrate good catalytic activity for butadiene oligomerization under mild conditions with methylaluminoxane (MAO) as co-catalyst.

Alumina Supported Ammonium Dihydrogenphosphate (NH4H2PO4/Al2O3): Preparation, Characterization and Its Application as Catalyst in the Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles

  • Emrani, Anahita;Davoodnia, Abolghasem;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2385-2390
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    • 2011
  • Preparation of ammonium dihydrogenphosphate supported on alumina ($NH_4H_2PO_4/Al_2O_3$) and its primary application as a solid acid supported heterogeneous catalyst to the synthesis of 1,2,4,5-tetrasubstituted imidazoles by a one-pot, four-component condensation of benzil, aromatic aldehydes, primary amines, and ammonium acetate under thermal solvent-free conditions were described. The results showed that the novel catalyst has high activity and the desired products were obtained in high yields. Furthermore, the products could be separated simply from the catalyst, and the catalyst could be recycled and reused with only slight reduction in its catalytic activity. Characterization of the catalyst was performed by FT-IR spectroscopy, the $N_2$ adsorption/desorption analysis (BET), thermal analysis (TG/DTG), and X-ray diffraction (XRD) techniques.

Synthesis and Characterization of Homo Binuclear Macrocyclic Complexes of UO2(VI), Th(IV), ZrO(IV) and VO(IV) with Schiff-Bases Derived from Ethylene diamine/Orthophenylene Diamine, Benzilmonohydrazone and Acetyl Acetone

  • Mohapatra, R.K.;Ghosh, S.;Naik, P.;Mishra, S.K.;Mahapatra, A.;Dash, D.C.
    • Journal of the Korean Chemical Society
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    • v.56 no.1
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    • pp.62-67
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    • 2012
  • A series of homo binuclear complexs of the type $[M_2(L/L^')(NO_3)n].mH_2O$, [where $M=U{O_2}^{2+},\;Th^{4+},\;ZrO^{2+}$] and $[(VO)_2(L/L^')(SO_4)_2]{\cdot}2H_2O$, L=1,5,6,9,12,15,16,20 octaaza-7,813,14-tetraphenyl-2,4,17,19-tetramethyl-1,4,6,8,12,14,16,19-docosaoctene (OTTDO) or L'=10:11;21:22-dibenzo-1,5,6,9,12,15,16,20-octaaza-7,813,14-tetraphenyl-2,4,17,19-tetramethyl-1,4,6,8,12,14,16,19-docosaoctene (DOTTOT), n=4 for $U{O_2}^{2+}$, $ZrO^{2+}$ n=8 for $Th^{4+}$ m=1,2,3 respectively, have been synthesized in template method from ethylenediamine/orthophenylene diamine, benzil monohydrazone and acetyl acetone and characterized on the basis of elemental analysis, thermal analysis, molar conductivity, magnetic moment, electronic, infrared, $^1H$-NMR studies. The results indicate that the VO(IV) ion is penta co-ordinated yielding paramagnetic complexes; $UO_2(VI)$, ZrO(IV) ions are hexa co-ordinated where as Th(IV) ion is octa co-ordinated yielding diamagnetic complexes of above composition. The fungi toxicity of the ZrO(IV) and VO(IV) complexes against some fungal pathogen has been studied.