38468-90-5

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 105-56-6 ethyl 2-cyanoacetate 
• 2286-29-5 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 
• 96-09-3 styrene oxide 
• 2746-25-0 p-Methoxybenzyl bromide 
• 107-91-5 cyanoacetic acid amide 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 20442-66-4 3-(4-methoxyphenyl)-1-phenylprop-2-yn-1-one 
• 38477-33-7 4-(4-methoxy-phenyl)-2-oxo-6-phenyl-1,2,3,4-tetrahydro-pyridine-3-carbonitrile 
• 64-19-7 acetic acid 
• 109-89-7 diethylamine 

Downstream Products

• 833454-58-3 2-hydrazino-4-(4-methoxyphenyl)-6-phenyl-3-nicotinonitrile 
• 38532-92-2 2-chloro-4-(4-methoxy-phenyl)-6-phenyl-nicotinonitrile 

Relevant academic research and scientific papers

Synthesis of new substituted pyridine derivatives as potent anti-liver cancer agents through apoptosis induction: In vitro, in vivo, and in silico integrated approaches

Liver cancer is the most common type of cancer in many countries. New studies and statistics show rising liver cancer worldwide, so it is essential to seek new agents for this type of cancer. PIM1 has an attractive target in the discovery of cancer medica

One-Pot Synthesis of 3-Cyano-2-pyridones

A versatile synthesis of 3-cyano-2-pyridones via a one-pot, four-component condensation of ethyl cyanoacetate, ketones, aldehydes, and ammonium acetate under very mild conditions has been developed. This method provides rapid access to this type of valuab

Cascade synthesis of 2-pyridones using acrylamides and ketones

Microwave assisted non-catalytic condensation of 2-cyanoacetamide with aromatic aldehydes, and enolate mediated Michael-type addition to acrylamide followed by oxidative cyclization, produce 2-pyridones in good to excellent yield. Unsymmetrical ketones produce two regioisomeric enolates, therefore thermodynamic and kinetic products of butan-2-one and pentan-2-one have been isolated and fully characterized. This journal is

A microwave approach to the synthesis of certain 4-(substituted phenyl)-6-phenyl-3-cyano-2-pyridones

A study of the synthesis of 4-(substituted phenyl)-6-phenyl-3-cyano- 2-pyridones from ethyl 2-cyano-3-(substituted phenyl) acrylates and acetophenone is presented. The 2-pyridones were obtained using conventional as well as microwave synthesis under solvent and solvent-free conditions in domestic and laboratory microwave ovens. The structure of the obtained pyridones was confirmed by m.p., FT-IR, NMR and UV data.

Synthesis and spectroscopic properties of pyridones - Experimental and theoretical insight

Cyano pyridone (CPy) and its substituted derivatives OCH3 and NO2) were synthesized and their absorption spectra were examined in different solvents. The absorption spectra of CPy in different solvents indicated a dependence on the polarizability of the solvent. NMR studies of the keto and enol equilibrium in CPy revealed temperature dependence, with the keto form being more predominant. The equilibrium constant values were in agreement with the theoretical calculations. The calculated pKa value for CPy was found to be 9.50 ± 0.57, whereas, for the nitro and methoxy substituted CPy, the values were 8.52 ± 0.36 and 11.04 ± 0.21 respectively. In mixed solvent systems, the preferential solvation was observed in DMSO/CH2Cl2 mixtures, whereas in DMSO/i-PrOH, the mixture behaved ideally. The calculations using the PCM model indicated ΔG values favoring the keto form in both dichloromethane and DMSO. The calculated transition energies were found to be higher than those observed experimentally. For each compound, the keto form was predicted to absorb at a lower energy than the enol form. The main transition of both forms of CPy corresponded to a π-π* transition from the HOMO → LUMO of the compound.

An efficient and facile multicomponent synthesis of 4,6-diarylpyridine derivatives under solvent-free conditions

We present an efficient and facile synthesis of 4,6-diaryl-2-oxo-1,2- dihydropyridine-3-carbonitriles (5a-j) via a four-component system of aromatic aldehydes (1), acetophenones (2), ethyl cyanoacetate (3), and ammonium acetate (4). The short reaction tim

Solvent and structural effects on the UV-Vis absorption spectra of some 4,6-disubstituted-3-cyano-2-pyridones

A series of 4,6-disubstituted-3-cyano-2-pyridones was synthesized and their UV-Vis absorption spectra were recorded in the region 200-600 nm in the set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship concept of Kamlet and Taft. The influence of solvents as well as substituents on the 2-pyridone/2-hydroxypyridine tautomeric equilibration was evaluated. The absorption band maximum of the 2-hydroxypyridine form is found to appear at a shorter wavelength than that of the 2-pyridone form in all investigated solvents. The replacement of the methyl and phenyl groups at position 6 of the pyridone ring, by a hydroxy group, significantly changes the solvatochromic behavior of the investigated pyridones.

Ionic liquid catalyzed 4,6-disubstituted-3-cyano-2-pyridone synthesis under solvent-free conditions

A green protocol for the synthesis of 4,6-disubstituted-3-cyano-2-pyridones from cyanoacetamides and 1,3-dicarbonyl compounds or chalcones using guanidine based ionic liquid as catalyst has been developed. In solvent-free conditions at 30 °C, [TMG][Lac] (1,1,3,3-tetramethylguanidine lactate) was found to have the highest catalytic activity among the ionic liquids including [TMG][Ac] (1,1,3,3-tetramethylguanidine acetate), [TMG][Pr] (1,1,3,3-tetramethylguanidine propionate), [TMG][n-Bu] (1,1,3,3-tetramethylguanidine n-butyrate) and [TMG][TFA] (1,1,3,3-tetramethylguanidine trifluoroacetate). The catalyst was recovered and recycled several times without significant loss of catalytic activity. Graphical Abstract: [Figure not available: see fulltext.]

A facile solid-phase synthesis of 3,4,6-trisubstituted-2-pyridones using sodium benzenesulfinate as a traceless linker

A facile and traceless solid-phase synthesis of 3,4,6-trisubstituted-2- pyridones has been developed using polystyrene sodium benzenesulfinate resin. The chemistry is applicable to combinatorial library synthesis.

A simple and convenient synthesis of 4,6-disubstituted 3-cyanopyridin-2(1H)-ones under solvent-free microwave conditions

A rapid and efficient method for the preparation of 4,6-disubstituted 3-cyanopyridin-2(1H)-ones by the reaction between 1,3-diarylpropen-1-ones and cyanoacetamide using powdered potassium hydroxide under microwave irradiation is reported. Excellent yields and higher purity are obtained in this solvent free one pot synthesis as compared to conventional methods.