A novel synthesis of 5-aryl-3-cyano-2-pyridones by using vinamidinium salts

A variety of vinamidinium salts were condensated with cyanoacetamide in refluxing methanol that contained sodium methoxide to produce 5-aryl-3-cyano-2-pyridones in good yield. Simple experimental conditions were used to prepare ten different 5-aryl-3- cyano-2-pyridones, four of which are new compounds.C 2009 Song Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

A Simple and Efficient Procedure for a 2-Pyridones Synthesis under Solvent-Free Conditions

A new series of 3-cyano-2-pyridones derivatives have been prepared by reaction of enaminonitriles with pri-mary amine under solvent free condition. This procedure have the advantage of high yields and being environ-mentally-friendly.

Theoretical Simulation of the Infrared Absorption Spectrum of the Strong Hydrogen and Deuterium Bond in 2-Pyridone Dimer

This work presents a theoretical simulation of the infrared spectra of strong hydrogen bond in alpha-phase 2-pyridone dimers, as well as in their deuterium derivatives at room temperature. The theory takes into account an adiabatic anharmonic coupling between the high-frequency N-H(D) stretching and the low-frequency intermolecular N...O stretching modes by considering that the effective angular frequency of the fast mode N-H(D) is assumed to be strongly dependent on the slow mode stretching coordinate N...O, the intrinsic anharmonicity of the low-frequency N...O mode through a Morse potential, Davydov coupling triggered by resonance exchange between the excited states of the fast modes of the two hydrogen bonds involved in the cyclic dimer, multiple Fermi resonances between the N-H(D) stretching and the overtone of the N-H(D) bending vibrations and the direct and indirect damping of the fast stretching modes of the hydrogen bonds and of the bending modes. The IR spectral density is computed within the linear response theory by Fourier transform of the autocorrelation function of the transition dipole moment operator of the N-H(D) bond. The theoretical line shapes of the υN-H(D) band of alpha-phase 2-pyridone dimers are compared to the experimental ones. The effect of deuteration is successfully reproduced.

SYNTHESIS, CHARACTERIZATION OF 2-[2-(3-NITRO-4-METHOXYLPHENYL) VINYLI-1-ME

The bile complexes have been Synthesised by the reaction of rare earth nitrate with 2-[2-3-nitro- 4-methoxylphenyl) vinyl ]-1-methylpyridinium nitrate in ethanol solution and have been characterized by IR. UV and 1H NMR spectre TG-DTA, molar conductance and X-ray powder diffraction . The results show that the Crystal form of Nd complex containing one molecular water as a ligand is eleven coordinated and is different from the others.

A New Approach to Prepare 2-Acetyl-Mono(5,6,7,8)-Nitro-l,2,3,4-Tetrahydroisoquinolincs

N-Acetyl-P. m or o-nitro-phenylethylamines and (HCHO). were treated in 60% H,SO./HOAc. via α -amidoalkylation to give 2-acetyl-mono(5, 6, 7 or 8)-nitro-l .2,3.4- tetrahydroisoquinolines. Additionally. solme interesting phenomena were observed when the comparison between 2-acetyl-5, 6. 7 or 8-nitro-l,2.3.4-tetrahydroisoqui and 2-alkylsulfonyl-5. 6 or 7nitro-l,2.3,4-tetrahydroisoquinolines was made.

The water-soluble bicyclic 2-pyridone-based fluorescent probe for fast and selective detection of hypochlorite

As a strong oxidizer,hypochlorite(Cl O^(-))are widely employed as bleaching agents and disinfectants.Determination of ClO^(-)is required to ensure bactericidal effects and avoid hazards caused by excessive residual chlorine.Herein,the derivative bicyclic 2-pyridone,namely DHIP-Py,was prepared successfully to establish a new ClO^(-)-quantitative method.The probe exhibits excellent Cl O^(-)selectivity over other ROS and anions/cations,high sensitivity(LOD=1.32μmol/L),fast response(<5 s),and wide-p H tolerance(pH4~10).Benefit from its good water solubility,DHIP-Py is well suited for water sample analysis and has been successfully applied to detect Cl O^(-)in real-world food and environmental samples,including tap water,bottled water and river water.The detection results were essentially identical to that of obtained from traditional DPD method.Moreover,visual detection of Cl O^(-)via filter paper-based solid sensor and imaging of ClO^(-)in Escherichia coli were also achieved by DHIP-Py.These satisfactory results demonstrate that this bicyclic 2-pyridone-based hypochlorite probe is a promising free chlorine chemosensor with great potential for analytical applications.

Facile synthesis of benzimidazole bearing 2-pyridone derivatives as potential antimicrobial agents

A series of benzimidazole bearing 2-pyridones 5a-k were synthesized and assessed in vitro for their activity as antimicrobial agents using the conventional broth dilution method. The results of the antimicrobial study revealed that compounds 5b, 5c, Sj and 5k exhibited substantial antibacterial activity while compound 5d emerged as amore potent antifungal agent compared to the standard drugs chloramphenicol and ketoconazole, respectively. It was observed that the presence of inductively electron withdrawing groups remarkably enhance the antibacterial activity of the newly synthesized compounds. Cytotoxicity studies suggested that none of the tested compounds exhibited any significant cytotoxic effects.

KAl(SO_4)_2·12H_2O catalyzed efficient synthesis of 3,4,6-trisubstituted 2-pyridone in water

An efficient green protocol for the preparation 3,4,6-trisubstituted 2-pyridone of employing a condensation reaction of cyanoacetamide and acetylacetone in the presence of KAl（SO4）2·12H2O in water has been described. The present procedure offers advantage such as shorter reaction time, simple workup, and excellent yields.

Highly Efficient Method for Synthesis of N-Amino-2-Pyridone Derivatives in the Presence of Catalysts such as Magnesium Oxide (MgO) and Bismuth(III) Nitrate Pentahydrate (Bi(NO₃)₃·5H₂O)

Magnesium oxide (MgO) and bismuth(III) nitrate pentahydrate as highly effective catalysts which have catalyzed the three-component reaction of cyanoacetic acid hydrazide, aldehydes and malononitrile to prepare of the corresponding N-amino-2-pyridones. These catalysts are inexpensive and easily obtained, stable and storable, easily recycled and reused for several cycles with consistent activity.

Nanotrains and Self-Assembled Two-Dimensional Arrays Built from Carboranes Linked by Hydrogen Bonding of Dipyridones

The strong hydrogen bonding ability of 2-pyridones were exploited to build nanotrains on surfaces.Carborane wheels on axles difunctionalized with 2-pyridone hydrogen bonding units were synthesized and displayed spontaneous formation of linear nanotrains by self-assembly on SiO_(2)or mica surfaces.Imaging using atomic force microscopy confi rmed linear formations with lengths up to 5μm and heights within the range of the molecular height of the carborance-tipped axles.

A BODIPY-modified polymeric micelle for sustaining enhanced photodynamic therapy

Photodynamic therapy(PDT) has been gaining popularity in both scientific research and clinic applications due to its non-invasiveness and spatiotemporal targeting properties. Nevertheless, the local hypoxic microenvironment in tumor tissue impedes PDT universality. To overcome this drawback, a 2-pyridonebearing BODIPY photosensitizer was synthesized rationally and introduced to polyethyleneglycol-bpoly(aspartic acid) to form a photosensitizer-^(1)O_(2) generation, storage/release agent dual-loading system(PEG-b-PAsp-BODIPY). The investigation of the PDT effect at different illumination conditions in vitro and in vivo revealed that the system tremendously inhibited tumor proliferation, indicating that this new PEG-b-PAsp-BODIPY could act as a potentially effective photo therapeutic system for cancer therapeutics.