4304-84-1

Usage

Molecular structure

A ketone-based compound with a substituted phenyl group and a phenylamino group

Usage

Commonly used in pharmaceutical and organic synthesis as a building block for various compounds

Potential applications

Has potential applications in medicinal chemistry, particularly in the development of new pharmaceutical drugs

Use as a reagent

May be used as a reagent in chemical reactions for the synthesis of complex organic molecules

Versatility

"1-Propanone, 1-(4-chlorophenyl)-3-phenyl-3-(phenylamino)-" is a versatile chemical with various potential uses in the field of chemistry and pharmaceuticals.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 956-02-5 4'-chlorochalcone 

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.].

Ionic liquid-immobilized proline(s) organocatalyst-catalyzed one-pot multi-component Mannich reaction under solvent-free condition

A highly efficient clean and simple methodology has been established for the one-pot Mannich reaction using ionic liquid-immobilized proline(s) organocatalyst under solvent-free conditions. The three components comprising substituted acetophenones, substituted aromatic aldehydes and substituted aromatic amines underwent Mannich reactions in the presence of 7?mol% of ionic liquid-immobilized proline(s) organocatalyst to provide β-amino carbonyl compounds in 2–3?h at room temperature with excellent yields. This methodology provides several advantages such as mild reaction conditions, short reaction time, low catalyst loading percentage, multi-component approach, transition metal-free and solvent-free synthesis. The ionic liquid-immobilized proline(s) organocatalyst was recycled and reused five times without a significant loss of its catalytic activity.

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.

Ultrasound-promoted synthesis of-Amino carbonyl compounds via a mannich reaction catalyzed by ionic liquids

Background: Mannich reaction is one of the most important carbon-carbon bond formation reactions in organic synthesis. Traditional methods require a large amount of ungreen catalysts or much longer reaction time, which limits the scope of their application. So, a recyclable catalyst with high activity and selectivity is highly appreciated, and the highly shortened reaction time is also very appealing. Methods: An efficient and facile process to prepare a series of -Amino carbonyl compounds was found via Mannich reactions catalyzed by caprolactam-based Br?nsted acidic ionic liquids under ultrasonic irradiation. Results: [Capl][BF4] was the most effective catalyst in the Mannich reaction, and good yields was gained within 2-6 h. The activity and stability of the catalyst was maintained very well even after five times, and ultrasound can effectively shorten the reaction time and enhance the yield at ambient condition. Conclusion: A convenient procedure for Mannich reaction using acidic ILs catalyst under ultrasonic irradiation has been designed with many superiorities, such as simple manipulation, less reaction time and high yields. The Mannich reaction takes place in no presence of organic solvents such as toluene or ethanol, etc. The new synthetic method reported in this paper would make appreciable contribution to the subject of environmental friendly chemistry and it is available for industrial applications.

A magnetic solid sulfonic acid modified with hydrophobic regulators: An efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines

Two convenient green protocols for the synthesis of β-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity.

Ethane-1,2-diaminium hydrogen sulfate: Recyclable organocatalyst for onepot synthesis of β-amino ketones by a three-component Mannich reaction

Ethane-1,2-diaminium hydrogen sulfate was synthesised and characterised by NMR and elemental analysis techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reactions of ketones with aromatic aldehydes and aromatic amines in ethanol. This method has the advantages of mild conditions, availability of starting materials, compatibility with a variety of functionalities, and simple work-up procedures. This catalyst also shows good recyclability and reusability.

New synthesis of β -anilinochalcones by regioselective oxidation of β -anilinodihydrochalcones using iodine-DMSO

β-Anilinodihydrochalcones readily undergo oxidation α to the carbonyl group region in the presence of a catalytic amount of iodine in dimethyl sulfoxide at 130 °C in good yield. Oxidation of allyloxy-substituted β-anilinodihydrochalcones to β-anilinochalcones is a preferred reaction over deallylation.

SnTUD-1: A solid acid catalyst for three component coupling reactions at room temperature

A novel wormhole structured mesoporous material containing tin, SnTUD-1, was prepared by a direct hydrothermal synthesis method using triethanolamine (TEA) as an organic inexpensive mesoporous structure directing agent. XRD and N2 sorption studies of SnTUD-1 confirmed the amorphous mesoporous nature of SnTUD-1, which possessed a large surface area of 555 m2 g-1 and a pore diameter of 7.4 nm. HR-TEM further ascertained the disordered pores in their morphology and the presence of nano-domains of SnO2 species. The nature of the Sn4+ ion co-ordination with the silica matrix was evaluated by using different techniques including diffuse reflectance UV-Vis, FTIR, 29Si MAS NMR and XPS. SnTUD-1 had an interesting Lewis acidity as measured by FTIR of pyridine adsorption which provided excellent activities in one-pot three-component Mannich-type reactions of ketones with aldehydes and amines at room temperature.

Ultrasound promoted efficient and green synthesis of β-amino carbonyl compounds in aqueous hydrotropic medium

Ultrasound promoted synthesis of β-amino carbonyl compounds in aqueous hydrotropic medium at ambient temperature is reported. The remarkable features of the new procedure are shorter reaction time, excellent yields in aqueous medium, cleaner reaction profile and simple experimental and work-up procedure.