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V. O. Kozminykh D. B. Oborin V. I. Goncharov E. N. Kozminykh 《Chemistry of Heterocyclic Compounds》2007,43(8):978-980
3-Hydroxy-3-(2-oxoethyl)-6-phenyl-2,3-dihydropyridazin-4(1H)-ones were obtained by the reaction of methyl 3-oxo-5-phenylfuran-2(3H)-ylideneacetate
or 2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one with benzoic or p-nitrobenzoic isopropylidenehydrazides.
Equilibrium C(5)H and C(5)H2 tautomeric forms were detected in solutions of the 4-chlorophenyl derivatives in DMSO-d6.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1156–1158, August, 2007. 相似文献
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In situ generated 2,4-diaryl substituted münchnones from 2-(4-substitutedphenyl)-2-(N-methyl-N-4-substitutedbenzamido)acetic acids react with acetic anhydride in the presence of 2-nitromethylene thiazolidine, which is most likely acting as a base, and unexpectedly undergo a Dakin–West type reaction and a concurrent autoxidation reaction leading to the formation of (E)-1-(N,4-dimethylbenzamido)-1-(4-fluorophenyl)prop-1-en-2-yl acetate, 4-substitutedphenyl-N-methyl-N-(4-substitutedbenzoyl) benzamides and p-substituted benzoic acids. In addition, a novel and efficient access to N-acyl urea derivatives is described by the reaction between 2-(4-substitutedphenyl)-2-(N-methyl-N-4-substitutedbenzamido)acetic acids and cyclohexyl, isopropyl carbodiimides in the presence of a base. The structures of all new products were identified on the basis of NMR and IR spectra, along with X-ray diffraction data and HRMS measurements. 相似文献
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M. S. Novikov A. A. Ozerov O. G. Sim R. W. Buckheit 《Chemistry of Heterocyclic Compounds》2004,40(1):37-42
New 2-[2-(3,5-dimethylphenoxy)ethyl]thio derivatives of pyrimidin-4(3H)-one containing various substituents at positions 5 and 6 of the pyrimidine ring were synthesized. It was shown that alkylation of 2-thiouracils with 1-bromo-2-(3,5-dimethylphenoxy)ethane in DMF takes place exclusively at the sulfur atom. The obtained 6-benzyl and 6-(2,6-difluorobenzyl) derivatives have clearly defined virus-inhibiting properties with respect to type 1 human immunodeficiency virus in vitro and suppress its reproduction by 50% at concentrations of 1.3 and 11.2 mM respectively. 相似文献
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Pryadeina M. V. Burgart Ya. V. Suslova K. I. Saloutin V. I. 《Russian Chemical Bulletin》2002,51(9):1727-1730
4-Acyl(alkoxycarbonyl)-5-fluoroalkyl-3,5-dihydroxyfuran-2(5H)-ones were obtained for the first time by the reactions of fluoroalkyl-containing 1,3-diketones and 3-oxo esters with oxalyl chloride. 相似文献
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Ila Sircar 《Journal of heterocyclic chemistry》1983,20(6):1473-1476
A method for the synthesis of 3,4-dichloro-6-phenylpyridazine 5 was described. The compound 5 was used as an intermediate for the synthesis of a series of 4-amino-6-phenyl-3(2H)-pyridazinones. 相似文献
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Rahhal El Ajlaoui Amiri Ouafa Souad Mojahidi Lahcen El Ammari Mohamed Saadi 《合成通讯》2013,43(17):2035-2042
AbstractThe reaction of 3-allylrhodanine with 2-arylidene-4-methyl-5-oxopyrazolidinium ylides proceeded unexpectedly to form novel 3-allyl-5-(arylidene)-2-thioxo-thiazolidin-4-ones 6a–k in good yields. All structures have been formulated on the basis of their spectral (IR, NMR, MS) data and elemental analyses. In addition, the structure of compound 6a was confirmed by means of x-ray crystallographic analysis. 相似文献
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Organic dye compounds with luminescent properties are in demand to use in visualizing the latent fingerprints (LFPs) at crime spot investigation. Here, we synthesized some new 4-(4-substitutedphenyl)-6-(4-substitutedphenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile 4(a-d) and were confirmed using spectroscopic approaches. Optical properties were recorded in solvent media, where peaks were absorbed in ?300–400 nm of longer wavelength and emitted at ?467–574 nm in the blue region. Dual redox peak current was observed in Cyclic voltammetry at different scan rate and estimated redox onset potential, and energy molecules have been experimentally calculated. DFT studies have been carried out using Gaussian 09 software at the gaseous phase. From the results of theoretical investigations, compounds 4(a-d) showed higher photostability, chemical reactivity and good reactive sites. Also, synthesized compounds were used to determine the latent fingerprints with the help of powder dusting method. Level II and III features of LFPs are observed on porous/non-porous surfaces without optical hindrance and images were taken in normal and 365 nm UV light. From the above results, the synthesized compounds are efficient materials for forensic science applications. 相似文献
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Niloofar Parizadeh Eskandar Alipour Sepehr Soleymani Rezvan Zabihollahi Mohammad Reza Aghasadeghi 《Phosphorus, sulfur, and silicon and the related elements》2018,193(4):225-231
Novel quinolone derivatives featuring an 1,3,4-oxadiazole ring as a metal-chelating component and a benzyl group base on HIV-1 integrase inhibitors pharmacophore were designed and synthesized. An antiviral assay revealed that most analogues inhibited HIV-1 replication in the cell culture. Our results showed that compounds bearing small alkyl groups as R group were inactive in anti-HIV-1 assay, whereas compounds possessing benzyl or substituted benzyl at the same position showed good anti-HIV activity with the range of 20–57% at 100 μM concentration. Among them, 3-(5-((2-fluorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-8-phenylquinolin-4-(1H)-one (compound 13) showed reasonable cell-based antiviral activity (EC50 = 50 μM) with no considerable cytotoxicity (CC50 > 100 μM) in the cell viability assay, suggesting that it may be amenable to further development for identifying new anti-HIV-1 agents. Docking studies using the later crystallographic data available for PFV integrase corroborate favorable binding to the active site of HIV integrase, providing a basis for the design of more potent analogues. 相似文献
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《Tetrahedron letters》2019,60(44):151205
A simple and efficient approach for the synthesis of novel 2-carboxanilido-3-arylquinazolin-4-ones via the one-pot condensation of readily available N1-(2-carboxyphenyl)-N2-(aryl)oxalamides with various aromatic amines is described. Notably, this methodology allows us to synthesize 3-aryl-quinazolin-4-ones using aromatic amines with various substituents, both electron-donating and electron-withdrawing, which ensures structural diversity of the products and an atomic-economic process. 相似文献
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V. G. Nenajdenko E. P. Zakurdaev A. M. Gololobov E. S. Balenkova 《Russian Chemical Bulletin》2005,54(1):220-225
Structurally various 3-acyllactams act as 1,3-bielectrophiles in heterocyclization reactions with a variety of hydrazines and hydroxylamines to give aminoalkylpyrazolones and -isoxazol-ones in high yields.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 215–220, January, 2005. 相似文献
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Abstract 3-Methyl-4-arylmethylene-isoxazol-5(4H)-ones were synthesized by the convenient three-component reaction of ethyl acetoacetate, hydroxylamine hydrochloride, and aromatic aldehydes catalyzed by sodium sulfide in the presence of ethanol at room temperature. The advantages of this procedure were mild reaction conditions, high yields, short reaction time, and operational simplicity. 相似文献
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D. Jansone M. Fleisher G. Andreeva L. Leite J. Popelis E. Lukevics 《Chemistry of Heterocyclic Compounds》2003,39(12):1584-1590
The condensation of 4-nitrobenzaldehyde with 3-cyano-4,6,6-trimethyl-5,6-dihydropyran-2-one leads to the formation of a crotonization product and a compound of the Michael adduct type. The main product of the photochemical conversion of (E)-3-cyano-6,6-dimethyl-4-(4-nitrophenylvinyl)-5,6-dihydropyran-2-one is the Z-isomer. Investigation of the photoisomerization of 3-cyano-6,6-dimethyl-4-(4-nitrophenylvinyl)-5,6-dihydropyran-2-one by the semiempirical AM1 method showed that in the ground state the E-isomer was thermodynamically more stable than the E-isomer. E-Z-photoisomerization is effected most probably through the lowest excited singlet state S1. 相似文献
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The title compound 2-(4′-methylphenoxy)-5,8,9-trimethyl-3-phenyl thieno[3′,2′:5,6]pyrido[4,3-d]pyrimidin-4(3H)-one hydrochloride (C26H23Cl4N3O2S, Mr = 583.33) has been deter- mined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c with a = 14.8442(11), b = 11.5131(8), c = 17.2010(13) (A), β = 113.7250(10)o, V = 2691.3(3) (A)3, Z = 4, Dc = 1.440 g/cm3, S = 1.094, μ = 0.547 mm-1, F(000) = 1200, the final R = 0.0571 and wR = 0.1458. X-ray analysis reveals that the title compound combines with a molecule of dichloromethane by an intramolecular hydrogen bond. The thienopyridine ring is almost coplanar, and the dihedral angle between the thiophene plane and the pyridine plane is 0.6o. 相似文献
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P. G. Baraldi A. Chiarini A. Leoni S. Manfredini D. Simoni V. Zanirato 《Journal of heterocyclic chemistry》1990,27(3):557-561
A convenient synthetic method for the pharmaceutically important 6-substituted-4,5-dihydro-3(2H)-pyridazinones is described. The synthetic strategy is based on Δ-soxazolines chemistry which were in turn unmasked by N? O bond cleavage and cyclized to the target compounds. 相似文献
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在NaHSO4催化下,以苯甲醛和邻氨基苯甲酰胺为底物,在室温下合成了一系列2-芳基-2,3-二氢-4(1H)-喹唑啉酮类化合物,该反应产率高、操作简单、并且避免使用有毒的金属催化剂. 相似文献
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The interaction of different 3-acetylfuran-2(5H)-ones (1, 4) with dimethylformamide dimethyl acetal (DMF/DMA) has been investigated, and the condensed furopyridine system 3 was obtained. By means of interaction of compounds 4 and DMF/DMA via the 3-acetylfuran-2(5H)-one enamines, the heterocyclic substituted furanones are obtained. The condensation of 3-acetyl-4,5,5-trimethylfuran-2(5H)-one (1a) with veratraldehyde was realized. Through the interaction of 1a with malononitrile and further intramolecular condensation of the product, 6-amino-dihydroisobenzofuran-5-carbonitrile was also synthesized. 相似文献