7142-72-5

Basic information

• Product Name: ethyl oxo[(phenylmethyl)amino]acetate
• Synonyms: ethyl oxo[(phenylmethyl)amino]acetate;N-Benzyloxamidic acid ethyl ester;Oxo[(phenylmethyl)amino]acetic acid ethyl ester;Einecs 230-441-6;2-(benzylamino)-2-keto-acetic acid ethyl ester;2-oxo-2-(phenylmethylamino)acetic acid ethyl ester;ethyl (benzylamino)(oxo)acetate;ethyl 2-oxo-2-(phenylmethylamino)acetate
• CAS NO: 7142-72-5
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.22582
• EINECS: 230-441-6
• Mol File: 7142-72-5.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• Density: 1.143g/cm³
• Refractive Index: 1.52
• PKA: 12?+-.0.46(Predicted)
• CAS DataBase Reference: ethyl oxo[(phenylmethyl)amino]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl oxo[(phenylmethyl)amino]acetate(7142-72-5)
• EPA Substance Registry System: ethyl oxo[(phenylmethyl)amino]acetate(7142-72-5)

Safety Data

• Hazardous Substances Data: 7142-72-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13NO3/c1-2-15-11(14)10(13)12-8-9-6-4-3-5-7-9/h3-7H,2,8H2,1H3,(H,12,13)

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 1924-84-1 1-nitroso-1-phenylmethyl-hydrazine 
• 100-46-9 benzylamine 
• 4755-77-5 Ethyl oxalyl chloride 

Downstream Products

• 67045-04-9 benzyloxamide 
• 71290-28-3 N-benzyl-2-hydrazinyl-2-oxoacetamide 
• 66817-03-6 N-Benzyl-N'-{2-[3-(2-cyano-phenoxy)-2-hydroxy-propylamino]-ethyl}-oxalamide 
• 66817-02-5 N-Benzyl-N'-[2-(2-hydroxy-3-phenoxy-propylamino)-ethyl]-oxalamide 
• 48144-95-2 N-Benzyl-N'-hydroxyoxamid 
• 42022-44-6 N-Benzyl-N'-hydroxyoxamid 
• 50855-28-2 N'-<2-Diethylamino-ethyl>-N-benzyloxamid 
• 342406-53-5 N¹-benzyl-N²-phenyloxalamide 
• 82755-99-5 1H-benzimidazole-2-carboxylic acid benzylamide 
• 7666-51-5 N-Benzyl-N'-methyloxamide 
• 119935-75-0 4-(Benzylaminooxalyl-amino)-butyric acid 
• 229486-37-7 tert-butyl 3-isopropyl-4,9,10-trioxo-12-phenyl-2,5,8,11-tetraazadodecanoate 
• 229486-28-6 N-(2-aminoethyl)-N'-benzyloxamide 
• 910117-03-2 N-benzyl-N'-(1-hydroxymethyl-2-methyl-propyl)-oxalamide 

Relevant articles and documents

One-Pot Synthesis of α-Ketoamides from α-Keto Acids and Amines Using Ynamides as Coupling Reagents

A one-pot strategy for α-keto amide bond formation have been developed by using ynamides as coupling reagents under extremely mild reaction conditions. Diversely structural α-ketoamides were afforded in up to 98% yield for 36 examples. This reaction features advantages such as practical coupling procedure, wide functional group tolerance, and extremely mild conditions and has potential applications in synthetic and medicinal chemistry.

Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates

We report a new electrochemical supporting-electrolyte-free method for synthesizing ureas, carbamates, and thiocarbamates via the oxidation of oxamic acids. This simple, practical, and phosgene-free route includes the generation of an isocyanate intermediate in situ via anodic decarboxylation of an oxamic acid in the presence of an organic base, followed by the one-pot addition of suitable nucleophiles to afford the corresponding ureas, carbamates, and thiocarbamates. This procedure is applicable to different amines, alcohols, and thiols. Furthermore, when single-pass continuous electrochemical flow conditions were used and this reaction was run in a carbon graphite Cgr/Cgr flow cell, urea compounds could be obtained in high yields within a residence time of 6 min, unlocking access to substrates that were inaccessible under batch conditions while being easily scalable.

Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles

Direct C-H acylations and carbamoylations of heterocycles can now be readily achieved without requiring any conventional metal, photocatalyst, electrocatalysis, or light activation, thus significantly improving on sustainability, costs, toxicity, waste, and simplicity of the operational procedure. These mild conditions are also suitable for gram-scale reactions and late-stage functionalizations of complex molecules, including pharmaceuticals, N,N-ligands, and light-sensitive molecules.