10295-53-1

Upstream product

• 106-47-8 4-chloro-aniline 
• 611-71-2 MANDELIC ACID 
• 774-40-3 hydroxy-phenyl-acetic acid ethyl ester 
• 6831-82-9 potassium isopropoxide 
• 91851-05-7 2-<(4-chlorophenyl)amino>-2-methoxy-1-phenylethanone 
• 13165-68-9 N-(4-chloro-phenyl)-sulfur imide oxide 
• 28193-68-2 N-(4-chlorophenyl)-α-oxophenylacetamide 
• 611-73-4 Benzoylformic acid 
• 25726-04-9 phenylglyoxylyl chloride 
• 98-86-2 acetophenone 

Downstream Products

• 101571-26-0 ethoxycarbonyloxy-phenyl-acetic acid-(4-chloro-anilide) 
• 20423-77-2 4'-Chlor-mandelanilid-acetat, O-Acetyl-DL-mandelsaeure-<4-chlor-anilid> 
• 91851-16-0 2-((4-chlorophenyl)amino)-1-phenylethan-1-ol 

Relevant academic research and scientific papers

“On-water” reduction of α-keto amide by Hantzsch ester: A chemoselective catalyst- and additive-free way to α-hydroxy amide

An efficient and practical method for chemoselective “on-water” reduction of α-keto amide by Hantzsch ester without using any catalysts and additives was developed. Control experiments indicated that the intramolecular hydrogen bond of α-keto amide was cr

Ru-g-C3N4as a highly active heterogeneous catalyst for transfer hydrogenation of α-keto amide into β-aminol or α-hydroxyl amide

This work reports a sustainable route for the catalytic transfer hydrogenation (CTH) of α-keto amide into β-aminol via an efficient heterogeneous catalyst wherein ruthenium is incorporated on an active graphite sheet of a carbon nitride support (Ru-g-C3N4). Other different metals like Ni or Pd were also screened with the same support but none of them showed efficient activity. Although, partial hydrogenation of ketone to alcohol has also been observed based on the optimization of the reaction parameters using all of the above catalysts. The catalyst has been characterized using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). Furthermore, the catalyst has been recycled and further characterized and does not show any significant changes in its reactivity for the CTH process. Ru-g-C3N4 as a recyclable heterogenous catalyst has been used for the first time for the CTH of α-keto amide into β-aminol, making the process sustainable because economical and environmentally benign isopropyl alcohol is used as a solvent system. The proposed catalytic system shows a wide scope of substrates for α-hydroxyamide and β-aminol derivatives, which were confirmed from 1H and 13C-NMR. This journal is

Catalyst- and Additive-Free Chemoselective Transfer Hydrogenation of α-Keto Amides to α-Hydroxy Amides by Sodium Formate

A catalyst- and additive-free chemoselective transfer hydrogenation of α-keto amides to α-hydroxy amides is easily achieved by using sodium formate as a hydrogen source. The utility of this method is demonstrated by gram-scale synthesis and transformation of the resultant α-hydroxy amides into polysubstituted acetamides and 2-arylindole derivatives. Control experiments suggest that the NH group of α-keto amides is crucial for the chemoselective reduction through the formation of hydrogen bonds.

Method for preparing alpha-hydroxyamide by reducing alpha-keto amides

The invention relates to a method for preparing alpha-hydroxyamide. Alpha-keto amides and inorganic alkali react in an organic solvent for 6-18 hours at 110-150 DEG C, and the alpha-hydroxyamide is obtained through reduction. According to the preparation

Method for preparing alpha-hydroxy amide by selective reduction of ketone carbonyl group of alpha-ketoamide

The invention relates to a method for preparing alpha-hydroxy amide by selective reduction of a ketone carbonyl group of alpha-ketoamide. The method comprises the following steps: performing a reaction on the alpha-ketoamide and a formate in an organic so

A Mild and Chemoselective Hydrosilylation of α-Keto Amides by Using a Cs2CO3/PMHS/2-MeTHF System

A Cs2CO3-catalyzed hydrosilylation reaction of α-keto amides that proceeds through the in situ formation of MeSiH3 has been developed by using inexpensive polymethylhydrosiloxane in 2-methyltetrahydrofuran (2-MeTHF) as the solvent. A wide range of aryl and alkyl α-keto amides, prepared from anilines and alkylamines, were subjected to the hydrosilylation conditions to afford α-hydroxy amides in moderate to excellent yields. This transition-metal-free protocol was applied to a chemoselective hydrosilylation, in which reduction occurred at the carbonyl of the α-keto amide functionality over that of the simple ketone, and further extended to a gram-scale protocol.

Potassium Phosphate-Catalyzed Chemoselective Reduction of α-Keto Amides: Route to Synthesize Passerini Adducts and 3-Phenyloxindoles

A chemoselective reduction of α-keto amides to biologically important α-hydroxy amides (mandelamides) by polymethylhydrosiloxane (PMHS) using 5 mol% potassium phosphate (K3PO4) as catalyst has been developed. This transition metal-free protocol discloses excellent chemoselectivity for the ketone reduction of α-keto amides in the presence of other reducible functionalities like ketone, nitro, halides, nitrile and amide. Also, the chemoselectively reduced α-hydroxy amide has been derivatized to isocyanide-free Passerini adducts. The N-alkyl-α-hydroxy amides have been successfully converted to 3-phenyloxindole derivatives by treatment with methanesulfonyl cholride and triethylamine.

Chemoselective reduction of α-keto amides using nickel catalysts

Ni-catalysts are used for the first time to synthesize highly important α-hydroxy amides and β-amino alcohols from α-keto amides by chemoselective and complete reduction using hydrosilanes. Chemoselective complete reduction of α-keto amides in the presenc

NEW FACILE SYNTHESIS OF α-HYDROXYAMIDES:INTERMOLECULAR AND INTRAMOLECULAR CATALYSIS IN THE REACTION OF α-HYDROXYCARBOXYLIC ACIDS WITH N-SULFINYLAMINES.

α-Hydroxycarboxylic acids (1) reacted with N-sulfinylanilines (2) to give the corresponding α-hydroxyanilides (5) in quantitative yields under mild condition: the reaction appears to involve intermolecular catalysis by the carboxylic acid moiety and intra

SYNTHESIS AND REACTIONS OF PHENYLGLYOXAL ANILS

Contrary to previous reports, the reaction of anilines and phenylglyoxal in toluene affords the expected anil PhCO-CH=N-Ar, 1.In many cases it is more convenient to carry out the reaction in methanol where the methanol adduct of 1 forms, which may be better isolated, characterised and stored.Since the alcohol adduct is in equilibrium with free 1, it can be used for synthetic purposes as precursor of 1 as in hydrolysis, Diels-Alder, and other reactions initiated by nucleophilic attack on the carbon-nitrogen double bond.