34148-67-9

Upstream product

• 141-97-9 ethyl acetoacetate 
• 89-98-5 2-chloro-benzaldehyde 
• 674-82-8 4-methyleneoxetan-2-one 
• 64-17-5 ethanol 
• 631-61-8 ammonium acetate 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 623-86-9 acetoxy-acetic acid ethyl ester 
• 104-88-1 4-chlorobenzaldehyde 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 626-34-6 ethyl 3-aminobut-2-enoate 

Downstream Products

• 94384-12-0 diethyl 2,6-dimethyl-4-(2-chlorophenyl)-3,5-pyridinedicarboxylate 
• 75956-13-7 4-(2-Chloro-phenyl)-2-methyl-6-[2-(4-methyl-piperazin-1-yl)-ethyl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 75956-14-8 4-(2-Chloro-phenyl)-2-methyl-6-[2-(4-phenyl-piperazin-1-yl)-ethyl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis, characterization and cytotoxicity evaluation of a novel magnetic nanocomposite with iron oxide deposited on cellulose nanofibers with nickel (Fe3O4@NFC@ONSM-Ni)

A heterogeneous, magnetically recoverable nanocomposite, Fe3O4@NFC@ONSM-Ni(ii) was prepared by immobilization of a novel Ni(ii) Schiff base complex on Fe3O4@NFC nanoparticles followed by treatment with melamine. This trinuclear catalyst has been characterized using several analytical techniques including FT-IR, TEM, Fe-SEM, EDX, DLS, ICP, TGA, VSM, and XRD. It was used as an efficient catalyst for one-pot solvent-free synthesis of 1,4-dihydropyridine and poly-hydro quinoline derivatives through Hantzsch reaction. This catalyst showed remarkable advantage over previously reported catalysts due to suitable conditions, short reaction time, high efficiency and lower catalyst load and timely recovery of the magnetic catalyst. Moreover, the effects of Fe3O4@NFC@ONSM-Ni(ii) nanoparticles on thein vitroproliferation of human leukemia cell line (k562) and human breast cancer cells (MDA-MB-231) were investigated. The results of MTT and Hochest assays suggested that the nanoparticles could effectively inhibit the proliferation of these cancer cells in a time- and concentration-dependent manner.

Boosting the catalytic performance of manganese (III)-porphyrin complex MnTSPP for facile one-pot green synthesis of 1,4-dihydropyridine derivatives under mild conditions

In this study, the metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin manganese (III) chloride; denoted as MnTSPP) represents a promising efficient and reusable heterogeneous solid catalyst for facile and highly efficient one-pot synthesis of 1,4 dihydropyridine derivatives via three-component condensation reaction of aromatic aldehyde, ethyl acetoacetate, and ammonium acetate under green and mild reaction conditions. The simple operation, short reaction time (15 min), and the high efficiency (99%) are the special advantage of this protocol. Furthermore, the green aspects of this synthetic protocol were more studied by examination of the reusability of MnTSPP for four consecutive cycles without a significant loss of catalytic activity. Remarkably, the new synthesis presented advantages in terms of safety, commercially available catalyst, simplicity, stability, mild conditions, short reaction time, and excellent yields, using a mixture of H2O and C2H5OH environmental-friendly solvent, operationally facile, wide tolerance of starting materials, and excellent recoverable of the catalyst.

Sulfonamide-functionalized covalent organic framework (COF-SO3H): an efficient heterogeneous acidic catalyst for the one-pot preparation of polyhydroquinoline and 1,4-dihydropyridine derivatives

Herein, we report the sulfonamide-functionalized covalent organic framework (COF-SO3H) prepared from melamine and terephthalaldehyde and subsequent sulfonation, as an acidic porous catalyst for the one-pot preparation of polyhydroquinoline and

One-pot synthesis of 1,4-dihydropyridine derivatives using the Fe2ZnAl2O7 catalyzed Hantzsch three-component reaction

A facile, low-cost, and effective one-pot method was developed for the synthesis of 1,4-dihydropyridine derivatives with high yields through the three-component reaction of ammonium acetate, ethyl acetoacetate, and aromatic aldehydes using Fe2ZnAl2O7 as catalyst. The reaction was conducted at 70–80°C temperature under solvent free conditions. The developed method had some great advantages, including safe and clean reaction conditions, high to excellent product yields, short reaction time, and a novel and powerful heterogeneous catalyst. The developed heterogeneous solid catalyst had high efficiency and reusability in one-pot multi-component syntheses such that it was easily reused four to five times without significant loss in efficiency and product yield. The catalyst was characterized by scanning Electron Microscopy (SEM)/energy-dispersive X-ray spectroscopy (EDS) and X-ray diffraction techniques. N2 sorption isotherms of the prepared nanocomposite exhibited surface area 2.1313E+01 m2/g and total pore volume of 3.0957E-02 cm3/g. Substituted dihydropyridine derivatives were characterized and confirmed using 1H NMR and 13C NMR, and elemental spectral data.

Green synthesis of benzimidazoloquinazolines and 1,4-dihydropyridines using magnetic cyanoguanidine-modified chitosan as an efficient heterogeneous nanocatalyst under various conditions

Abstract: In the present study, we demonstrated the synthesis of magnetic cyanoguanidine-modified chitosan (MCGC) as an efficient and green retrievable heterogeneous nanocatalyst for one-pot three-component synthesis of benzimidazoloquinazolines (from 2-aminobenzimidazole, aromatic aldehydes, and dimedone) and 1,4-dihydropyridines (via Hantzsch-type condensation of ethyl acetoacetate, aromatic aldehydes, and ammonium acetate) under the ultrasonic irradiation and reflux conditions. The structure of the catalyst was fully confirmed using Fourier transform infrared spectroscopy, vibrating sample magnetometer, field emission scanning electron microscopy, energy dispersive spectroscopy, and thermogravimetric analysis. Increased amount of amino groups that are generated by modifying the surface of chitosan with cyanoguanidine as well as presence of hydroxyl groups determined the catalytic activity of MCGC. Furthermore, as experimental results confirmed, the ultrasonic-promoted reactions gave the better results in terms of reaction time, yield, and purity of isolated products. Cost effectiveness, mild conditions, low catalyst loading, convenient work-up, and ecofriendly solvent are some of the remarkable advantages of this protocol.

Anchored sulfonic acid on silica-layered NiFe2O4: A magnetically reusable nanocatalyst for Hantzsch synthesis of 1,4-dihydropyridines

In this study, the immobilization of sulfonic acid on silica-layered nickel ferrite, NiFe2O4@SiO2@SO3H, was investigated. The sulfonated Ni-nanocatalyst was then characterized using FT-IR, SEM, EDX, XRD and VSM analyses. Catalytic activity of the Ni-nanocomposite was also studied towards Hantzsch synthesis of 1,4-dihydropyridines via one-pot condensation reaction of 1,3-diketones (ethyl acetoacetate or 4-hydroxycoumarin), aromatic aldehydes and aqueous ammonia in H2O (70 °C)as a green solvent. All reactions were carried out within 10–100 min to afford the products in high to excellent yields. The green aspect of this synthetic protocol was more studied by examining the reusability of NiFe2O4@SiO2@SO3H MNPs for seven consecutive cycles without the significant loss of catalytic activity. The current method represents remarkable advantages in terms of mild reaction conditions, using H2O as an environmental-friendly solvent, stability and easy separation of the magnetic nanocatalyst, high yield of products, wide tolerance of starting materials and the perfect reusability of the applied Ni-nanocatalyst.

Metal free biomimetic deaminative direct C-C coupling of unprotected primary amines with active methylene compounds

An unprecedented direct C-C coupling reaction of unprotected primary amines with active methylene compounds is reported. The reaction involves a biomimetic deamination of amines which was achieved under conditions free of metallic reagents and strong oxidizing agents. A wide range of primary amines was reacted with different active methylene compounds to provide structurally diverse trisubstituted alkenes and dihydropyridines. A kinetic study revealed an activation barrier of 10.1 kcal mol-1 for the conversion of a key intermediate of the reaction.

Facile template-free route to fabricate core–shell Fe3O4@PANI-SO3H urchin-like nanoparticles as reusable catalyst for Hantzsch reaction: change morphology upon sulfonation

Abstract: This paper describes a novel and effective approach to fabricate the core–shell Fe3O4@PANI-SO3H urchin-like morphology in a self-assembly method as nano-magnetic solid acid catalyst. The Fe3O4@PANI microspheres were synthesized via an in situ surface polymerization of aniline monomer in an acidic condition, using ammonium persulfate as the oxidant. It was found that upon sulfonation of polyaniline (PANI), the morphology changes to morphology similar to urchin confirming the transmission electron microscopy and field emission scanning electron microscopy results. The as-prepared solid acid catalyst was also carefully analyzed by energy-dispersive X-ray spectroscopy, Fourier transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis and vibrating sample magnetometry. This new magnetic core–shell material was shown to have high catalytic performance for one–pot synthesis of 1,4-dihydropyridine derivatives. In addition, the catalyst can be easily separated using an external magnet. Recyclability and reusability for several runs, facile accessibility, and simple handling are the merits of this magnetic-heterogeneous acid catalyst. Graphical Abstract: [Figure not available: see fulltext.].

Hollow Fe3O4@DA-SO3H: an efficient and reusable heterogeneous nano-magnetic acid catalyst for synthesis of dihydropyridine and dioxodecahydroacridine derivatives

Abstract: In this work, for the first time, a highly stable and efficient super-paramagnetic catalyst, H-Fe3O4@DA-SO3H, involving hollow morphology of Fe3O4 as core and dopamine as shell was prepared

Sulfated polyborate: An efficient and reusable catalyst for one pot synthesis of Hantzsch 1,4-dihydropyridines derivatives using ammonium carbonate under solvent free conditions

A simple and efficient method for the synthesis of four-component 1,4-dihydropyridines of various aldehydes, β-ketoesters and ammonium carbonate catalyzed by sulfated polyborate with high yields under a solvent free condition at 90?°C is described. The key advantages of the present method are high yields, short reaction time, solvent free condition, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards.