218448-90-9

Upstream product

• 5070-32-6 N-n-butyl-2-oxo-2-phenylacetamide 
• 100-52-7 benzaldehyde 
• 111-36-4 n-butyl isocyanide 
• 611-73-4 Benzoylformic acid 
• 611-71-2 MANDELIC ACID 
• 109-73-9 N-butylamine 

Downstream Products

• 5070-32-6 N-n-butyl-2-oxo-2-phenylacetamide 

Relevant academic research and scientific papers

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.

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.

Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability

A series of ten ionic liquids (ILs) was synthesised from the renewable resource mandelic acid. The ILs showed low antimicrobial activity towards the thirteen bacterial and twelve fungal strains they were screened against. A general trend of increasing bacterial toxicity in the order methyl ester 60% in 28 days), a series of biodegradation transformation products has been proposed based on the degradation of the ester/amide alkyl chain. This data has allowed for an assessment of the effect of IL structural features on toxicity and biodegradation, particularly allowing for a comparison to earlier work where additional oxygen atoms were present to facilitate biodegradation and attenuate toxicity. The mandelic acid derived ILs did not pass the Closed Bottle test (OECD 301D) and can be included in the rules of thumb for the design of biodegradable ILs.

Generation of carbamoyl- and thiocarbamoyllithium synthons having a hydrogen(s) or an aryl group on the nitrogen and their trapping with carbonyl electrophiles

Dimetalated amides 1 (Y = O) were generated as the synthons of carbamoyllithiums 2 (Y = O) by the reaction of isocyanates with iBu2AlTenBu and a subsequent tellurium-lithium exchange reaction. A series of amide derivatives

Hydrogenation of the carbonyl group in α-ketoesters and α-ketoamides catalyzed by ruthenium clay

Ruthenium clay, prepared by reaction of RuCl3·H2O with the 3- phosphinopropyl ligand anchored on Fluka K10 montmorillonite, is an effective catalyst for the reduction of the α-carbonyl group of α-ketoesters and α- ketoamides (50-89% yield).