74979-96-7

Upstream product

• 141-97-9 ethyl acetoacetate 
• 66558-25-6 (Z)-3-(4-chloro-phenylamino)-but-2-enoic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 74979-93-4 1-(4-Chloro-phenyl)-4-oxo-2,6-diphenyl-piperidine-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Design of ionic liquid sulfonic acid pyridinium hydrogen sulfate as an efficient, eco-friendly, and reusable catalyst for one-pot synthesis of highly functionalized tetrahydropyridines

Novel ionic liquid sulfonic acid pyridinium hydrogen sulfate ([Pyridine-SO3H]HSO4) is synthesized and characterized by various techniques such as FT-IR, 1H NMR, 13C NMR, TG, DTG, as well as mass spectra. This ionic liquid is used as an efficient, homogeneous, and recyclable catalyst for one-pot synthesis of highly functionalized tetrahydropyridines from the three-component condensation of aromatic aldehydes, ethyl acetoacetate, and substituted anilines under solvent-free conditions. The main advantages of this protocol are the short reaction time, high yields, mild and clean conditions, and several reuse times without noticeably decreasing the catalytic activity.

Highly effective synthesis of 1-thioamidoalkyl-2-naphthols and tetrahy-dropyridines using a nanostructured silica-based catalyst under mild conditions

Aim and Objective: Nano-2-[N',N'-dimethyl-N'-(silica-n-propyl)ethanaminium chlo-ride]-N,N-dimethylaminium bisulfate (nano-[DSPECDA][HSO4 ]) was used as a highly effective and heterogeneous silica-based nanostructured catalyst for the synthesis of 1-thioamidoalkyl-2--naphthols and substituted tetrahydropyridines. Material and Methods: The expected products were prepared in mild conditions. In this work, three novel 1-thioamidoalkyl-2-naphthols and two new tetrahydropyridine derivatives were synthe-sized and characterized by IR,1H and13C NMR and Mass spectroscopy. Results: One-pot multi-component condensation of 2-naphthol with arylaldehydes and thioace-tamide catalyzed by nano-[DSPECDA][HSO4 ] under green, mild and solvent-free conditions led to 1-thioamidoalkyl-2-naphthols in high yields. The nanocatalyst was also used for the preparation of functionalized tetrahydropyridines by the one-pot multi-component reaction of anilines, arylaldehy-des and ethylacetoacetate under solvent-free and mild conditions. Conclusion: The reaction results were found to be better compared to the literature in terms of one or more of these factors: yield, time, and the reaction media. All the products were purified by re-crystallization from EtOH, and without column chromatography, being in good agreement with the green chemistry protocols.

Diastereoselective synthesis of symmetrical and unsymmetrical tetrahydropyridines catalyzed by Bi(III) Immobilized on triazine dendrimer stabilized magnetic nanoparticles

Unsymmetrical 1,2,5,6-tetrahydropyridine-3-carboxylates were obtained for the first time from a five-component Fe3O4@TDSN-Bi(III)-catalyzed reaction of aryl aldehydes, aryl amines, and ethyl acetoacetate. This magnetically separable

A method for utilizing acidic ionic liquid catalytic preparation of tetrahydro pyridine derivatives

The invention discloses a method for catalized preparation of a tetrahydropyridine derivative through acidic ionic liquid, and belongs to the technical field of the organic chemical industry. In the preparation reaction, the molar ratio of aromatic amine

Antimony trichloride as a mild and accessible catalyst for the one-pot synthesis of tetrahydropyridines at room temperature

Since tetrahydropyridine and its derivatives as heterocyclic compounds have many biological and pharmaceutical applications in industries, finding an acceptable synthesis yield by an appropriate catalyst is essential. In this study, the synthesis of tetra

Alum as an efficient catalyst for the multicomponent synthesis of functionalized piperidines

An effective approach to the synthesis of functionalized piperidines via a one-pot multicomponent reaction of aniline, β-ketoester and aldehyde in the presence of alum as an efficient catalyst has been reported. The present procedure offers advantages such as simple workup, short reaction time and offers rapid access to a variety of functionalized piperidines.

NO2-Fe(III)PcCl@C -catalyzed one-pot synthesis of tetrahydropyridine derivatives

A highly efficient, one-pot synthesis of functionalized tetrahydropyridines by multicomponent condensation of ethyl acetoacetate, two equivalents of aromatic aldehyde, and aromatic amine in the presence of a catalytic amount of NO2-Fe(III)PcCl@

A robust synthesis and characterization of superparamagnetic CoFe2O4 nanoparticles as an efficient and reusable catalyst for green synthesis of some heterocyclic rings

A robust synthesis for magnetic CoFe2O4 nanoparticles via a hydrothermal technique was investigated. The prepared magnetic nanoparticles were characterized using powder X-ray diffraction, scanning, transmission and high-resolution tr

TiCl2·2H2O catalyzed one-pot synthesis of highly functionalized tetrahydropiperidines and evaluation of their antimicrobial activities

One-pot condensation reaction of ethyl acetoacetate, various substituted benzaldehydes and anilines in the presence of TiCl2·2H2O yields highly functionalized tetrahydropiperidines. Atom economy, efficiency, and short reaction times are the advantages of the method, which is carried out under mild conditions using easily accessible and inexpensive chemicals. The antimicrobial activity of the synthesized products was evaluated against three Gram-positive and three Gram-negative bacteria, a yeast and a fungus strain using disc diffusion and minimum inhibitory concentration methods.

Design, preparation and characterization of a new ionic liquid, 1,3-disulfonic acid benzimidazolium chloride, as an efficient and recyclable catalyst for the synthesis of tetrahydropyridine under solvent-free conditions

In the present work, 1,3-disulfonic acid benzimidazolium chloride as a new ionic liquid, is synthesized, and characterized by studying its FT-IR, 1H NMR, 13C NMR as well as mass spectra. This ionic liquid is used as an efficient, homogeneous and recyclable catalyst for synthesis of highly functionalized tetrahydropyridine via one-pot multi-component condensation of aromatic aldehydes, ethyl acetoacetate, and anilines under solvent-free conditions. The present synthetic route is a green protocol offering several advantages, such as high yield of products, shorter reaction time, mild reaction conditions, minimizing chemical waste and easy work-up procedures. Further, the catalyst could be reused and recovered at least four times without appreciable loss of activity.