801-03-6

Usage

Structure

A substituted acetophenone derivative with a 4-bromophenylamino group and two phenyl groups attached to the carbon backbone.

Usage

Commonly used in organic synthesis and pharmaceutical research as a building block for the synthesis of various bioactive compounds and pharmaceutical drugs.

Potential applications

Development of new materials and as a reagent in chemical reactions.

Importance

Valuable tool for researchers and scientists in the field of organic chemistry.

Upstream product

• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 106-40-1 4-bromo-aniline 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 780-20-1 N-benzylidene-4-bromoaniline 
• 1750-23-8 4-bromo-N-[(E)-phenylmethylidene]aniline 

Relevant academic research and scientific papers

Synthesis of β-Amino Ketones using graphene oxide: a benign carbonaceous acid catalyst for Mannich reaction

Abstract: Simple and easily preparable graphene oxide (GO) is used as a straightforward carbocatalyst for the synthesis of β-amino ketones via a 3-component Mannich reaction under mild condition. The native GO is acting as a carbonaceous solid Br?nsted acid catalyst without any special functionalization, yielding a spectrum of β-amino ketones under metal-free conditions. The present catalytic method offers a benign and simple procedure without any hazardous workup, and chromatographic purification resulted in an excellent yield of β-amino ketones. The catalyst has shown good sustainability up to 6 consecutive catalytic cycles without any significant loss in its activity. The stability of the recovered catalyst is proved by analytical techniques such as FT-IR, PXRD, SEM, and TEM. This mild solid-acid catalyst offers an alternative and sustainable approach to get synthetically essential β-amino ketones under greener conditions. Graphical abstract: [Figure not available: see fulltext.].

A ZnS@N-GQD nanocomposite as a highly effective and easily retrievable catalyst for the sonosynthesis of β-amino carbonyls

A three-component reaction of acetophenone, aromatic aldehydes, and aniline derivatives has been achieved in the presence of a ZnS@nitrogen graphene quantum dot (N-GQD) nanocomposite as a highly effective heterogeneous catalyst to produce β-amino carbonyls. The catalyst has been characterized by XRD, SEM, TEM, FT-IR spectroscopy, EDS, BET and TGA techniques. The feasibility of carrying out the one-pot synthesis under ultrasonic irradiation with a heterogeneous nanocatalyst could improve the reaction rates and shorten the reaction times.

Fe3O4@saponin/Cd: a novel magnetic nano-catalyst for the synthesis of β-aminoketone derivatives

A novel recyclable magnetic core–shell nanoparticles Fe3O4@saponin/Cd was synthesized by the combination of nano-Fe3O4@saponin with cadmium acetate. The structure, magnetic features, and morphology of magnetic nanoparticles (MNPs) Fe3O4@saponin/Cd were studied totally via different experiments, such as Fourier transform infrared (FT-IR) spectroscopy, energy-dispersive X-ray spectroscopy (EDS), thermogravimetric analysis (TGA), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), scanning electron microscopy (SEM), inductively coupled plasma (ICP), high-resolution transmission electron microscopy (HR-TEM), and Brunauer–Emmett–Teller (BET). It was found that the catalyst was active for the synthesis of?β-aminoketone derivatives via one-pot three-component Mannich-type reactions of ketones, aromatic aldehydes, aromatic amines under eco-friendly solvent, at room temperature. Furthermore, this catalyst can be easily recovered magnetically and can be reused for other runs without any reduction in the activity.

Ultrasonic-assisted green synthesis of β-amino carbonyl compounds by copper oxide nanoparticles decorated phosphate functionalized graphene oxide via Mannich reaction

A facile chemical synthetic route has been demonstrated for the synthesis of copper oxide nanoparticles decorated phosphate functionalized graphene oxide (CuO/PGO). The synthesized nanocatalyst was used as an efficient and active candidate for the synthesis of β-amino carbonyl compounds viaa green synthetic ultrasonic route. The structural properties of the samples were investigated by means of a number of sophisticated techniques like X-ray diffraction (XRD), Fourier-transform Infrared (FTIR) spectroscopy, High Resolution Transmission Electron Microscope (HRTEM), N2 adsorption-desorption measurements, X-ray photoelectron spectroscopy (XPS) analysis, Ammonia temperature programmed desorption analysis (NH3-TPD) and Raman spectroscopy. HRTEM analysis confirmed the presence of spherical CuO nanoparticles distributed uniformly throughout the PGO surface. XPS analysis demonstrated the presence of Cu2+ species and minor reduction of oxygen functional groups on GO. A higher surface area of 162 m2/g for CuO/PGO was found from N2 adsorption-desorption isotherms. Later on, the presence of acidic groups on CuO/PGO that play an essential role in the catalytic activity was examined by NH3-TPD and pyridine adsorbed IR analysis. The total acidity on the surface of synthesized nanocatalyst was found to be of 0.59 mmol g?1 which includes both Lewis as well as Br?nsted acidic sites. A higher product yield of 95% in a shorter period of time of 15 min was achieved which is superior to many reported catalytic systems. A combined strategy involving greener and easier ultrasonic route and use of an efficient acidic graphene oxide-based catalyst resulted in higher catalytic activity and stability with good recyclability.

Efficient synthesis of β-aminoketones catalyzed by Fe3O4@ quillaja sapogenin/Ni (II) as a novel magnetic nano-catalyst

A new nano-magnetic core–shell Fe3O4@quillaja sapogenin/Ni (II) was synthesized and characterized thoroughly using various tests including energy-dispersive X-ray spectroscopy (EDS), Brunauer–Emmett–Teller (BET), thermo-gravimetric analysis (TGA), high-resolution transmission electron microscopy (HR-TEM), vibrating sample magnetometer (VSM), Fourier transform infrared (FT-IR) spectroscopy, inductively coupled plasma (ICP), X-ray diffraction (XRD) and scanning electron microscopy (SEM). The achievements demonstrated that the proposed agents were beneficial to synthesis the derivatives of β-aminoketone. Moreover, it was possible to recover the catalyst by means of simple magnetic decantation quickly. Besides, no reduction in the activity of the catalyst occurred, even though it was utilized in various reactions.

Titanium tetrachloride incorporated crosslinked polystyrene copolymer as an efficient and recyclable polymeric Lewis acid catalyst for the synthesis of Β-amino carbonyl compounds at room temperature

An efficient and eco-friendly procedure for one-pot synthesis of β-amino carbonyl compounds by three-component reaction of aromatic aldehydes, acetophenone, and aromatic amines via a Mannich type reaction using a stable tightly bound complex, titanium tetrachloride incorporated crosslinked polystyrene copolymer (PS/TiCl4), as a water tolerant, recoverable, and reusable polymeric Lewis acid catalyst in ethanol at room temperature is reported. The complex of the polystyrene and TiCl4 provides a shelf-stable acidic, water tolerant material, and it is not easily hydrolyzed by water. Our findings thus show a novel and improved modification of the Mannich type reaction in terms of mild reaction conditions, clean reaction profiles, applicability to various substrates using a simple workup procedure which makes this reaction an interesting alternative to previously applied procedures. The recyclability of the catalyst makes this protocol environmentally benign.

Cellulose-Supported Ionic Liquid Phase Catalyst-Mediated Mannich Reaction

Cellulose-supported ionic liquid phase (SILP) catalyst containing a camphor sulfonate anion with a pendant ferrocenyl group was prepared and characterised with different analytical techniques such as Fourier-transform infrared, Fourier-transform Raman, and cross polarization-magic angle spinning (CP-MAS) 13C NMR spectroscopy, X-ray diffraction, scanning electron microscopy, and thermogravimetric analysis. The SILP catalyst displayed excellent catalytic activity in the synthesis of β-amino carbonyl compounds by Mannich reaction. Recycling studies revealed that SILP catalyst could be reused six times without significant decrease in catalytic activity.

Design, and facile synthesis of 1,3 diaryl-3-(arylamino)propan-1-one derivatives as the potential alpha-amylase inhibitors and antioxidants

Diabetes is the most prevalent metabolic disorder causing a high rate of mortality and morbidity. Recently alpha-amylase is reported to be good drug design target for the treatment of diabetes mellitus. We have designed 116 molecules based on aza-Michael

Mesoporous silica nanoparticles (MSNs) as an efficient and reusable nanocatalyst for synthesis of β-amino ketones through one-pot three-component Mannich reactions

Mesoporous silica nanoparticles (MSNs) proved efficient and reusable in the catalytic synthesis of β-amino ketones, through three-component Mannich reaction of ketones, aromatic aldehydes and aromatic amines under solvent-free conditions. Simple reaction conditions coupled with simple work-ups, makes this methodology a superior option for the synthesis of such β-amino ketones.

Diaryliodonium salts as efficient Lewis acid catalysts for direct three component Mannich reactions

Diaryliodonium(iii) salts, as highly active and versatile Lewis acid catalysts for the direct three component Mannich reaction under solvent free conditions, have been investigated. The Mannich products were isolated in good to excellent yields in a very clean manner. Additionally, the catalyst could be recycled without significant loss of its catalytic activity. This journal is