95437-39-1

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 106-49-0 p-toluidine 
• 98-86-2 acetophenone 
• 4224-87-7 4-methyl-chalcone 

Relevant academic research and scientific papers

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.

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.

Choline-based biodegradable ionic liquid catalyst for Mannich-type reaction

A three-component Mannich-type reaction of aromatic aldehydes, ketones, and amines was catalyzed by a novel choline-based acidic ionic liquid. The proposed catalyst was a Lewis-Br?nsted dual acid catalyst as well as water-tolerant. The β-amino carbonyl compounds were obtained at room temperature in reasonable to good yields ranging from 63 to 98%. After the reaction, the catalyst could be recycled and reused for 5 times without obvious decrease of the yield. Further, the catalyst was environment-friendly with a significant biodegradation rate. [Figure not available: see fulltext.]

Design of Supported Organocatalysts from Carboxylic Acids for the Mannich-Type Synthesis of β -Amino Carbonyl Compounds

New supported acidic organocatalysts were prepared by the impregnation of three carboxylic acids (CF3COOH, CCl3COOH, and CH3COOH) on silica support at room temperature in diethyl ether. The catalysts were characterized by scanning electron microscopy, energy dispersion X-ray analysis (EDX), Brunauer-Emmett-Teller-surface-area-analysis (BET), thermogravitational analysis, Fourier transform infrared, and powder X-ray diffractometry analysis. These solid acids were observed as highly efficient reusable catalysts at room temperature for the selective synthesis of β-amino carbonyl compounds via Mannich-type reactions of acetophenone, arylamine and arylaldehydes using two different conditions in CH2Cl2 solution and solvent-free grinding within a short time. The more acidic two catalysts could be recycled for up to five cycles with a small loss in catalytic 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.

Highly efficient Fe(HSO4)3-catalyzed one-pot mannich-type reactions: Three component synthesis of β-amino carbonyl compounds

Fe(HSO4)3-catalyzed three-component one-pot Mannich reaction of acetophenone with different aromatic aldehydes and aromatic amines in ethanol at ambient temperature afforded the corresponding β-aminocarbonyl compounds in very good to excellent yields. Short reaction time, excellent yield, easy work-up procedure, applicability of using various amines and aldehydes, capability of conversion of ortho-substituted aromatic amines to the corresponding Mannich base in satisfying yields, and eventually high reusability of the catalyst show the merit of this study. Copyright Taylor & Francis Group, LLC.

CeCl3·7H2O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction

Cerium trichloride heptahydrate (CeCl3·7H2O) was found to be an efficient and recyclable catalyst for the three-component direct Mannich reaction of anilines and benzaldehydes with acetophenone. This protocol has advantages of high yield, no environmental pollution, mild condition, and simple work-up procedure.

Dipyridine copper chloride-catalysed one-pot synthesis of β;-amino carbonyl compounds via Mannich reaction

CuPy2Cl2-catalysed Mannich reaction of aromatic aldehyde, aromatic amine, and acetophenone proceeded smoothly in water to afford the corresponding β-amino carbonyl compounds in excellent yields.