1499-53-2

Basic information

• Product Name: ETHYL HIPPURATE
• Synonyms: Benzoic amide, N-(ethoxycarbonyl)methyl-;Ethyl (benzoylamino)acetate;ETHYL 2-(BENZOYLAMINO)ACETATE;ETHYL HIPPURATE;BENZOYLGLYCINE ETHYL ESTER;2-(benzoylamino)acetic acid ethyl ester;ethyl 2-(phenylcarbonylamino)ethanoate
• CAS NO: 1499-53-2
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• Mol File: 1499-53-2.mol
• Article Data: 64

Chemical Properties

• Melting Point: 58-60°C
• Boiling Point: 391.1°Cat760mmHg
• Flash Point: 190.3°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 2.52E-06mmHg at 25°C
• Refractive Index: 1.519
• PKA: 13.14±0.46(Predicted)
• CAS DataBase Reference: ETHYL HIPPURATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL HIPPURATE(1499-53-2)
• EPA Substance Registry System: ETHYL HIPPURATE(1499-53-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 1499-53-2(Hazardous Substances Data)

Usage

Description

Ethyl hippurate is an organic compound that serves as a valuable building block and reactant in various chemical reactions. It is known for its utility in catalytic processes, making it a significant component in the synthesis of different compounds.

Uses

Used in Chemical Synthesis:
Ethyl hippurate is used as a building block and reactant for its role in catalytic reactions, such as the ruthenium-catalyzed protodecarbonylation of N-substituted phthalimide derivatives. This application is significant for the synthesis of various compounds in the chemical industry.
Used in Copper-Catalyzed Synthesis:
In the field of chemical synthesis, ethyl hippurate is also used as a reactant in the copper-catalyzed synthesis of imides. This application highlights its importance in the production of imide compounds, which have a wide range of uses in the chemical and pharmaceutical industries.

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

Upstream product

• 495-69-2 Hippuric Acid 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 876173-91-0 (Z)-3-((Z)-2-Amino-1,2-dicyano-vinylamino)-2-benzoylamino-acrylic acid ethyl ester 
• 85992-81-0 2-Benzoylamino-2-bromessigsaeure-ethylester 
• 65-85-0 benzoic acid 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 2902-69-4 2,2,2-trichloroacetophenone 
• 459-73-4 GlyOEt*HCl 
• 98-88-4 benzoyl chloride 
• 96-86-6 diethyl benzamidomalonate 
• 84337-81-5 3-ethoxy-2-benzamido-3-oxopropanoic acid 
• 100-52-7 benzaldehyde 
• 536-74-3 phenylacetylene 

Downstream Products

• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 39819-39-1 2-phenyl-oxazole-4-carboxylic acid ethyl ester 
• 59937-01-8 2-phenylthiazole-4-carboxylic acid ethyl ester 
• 3770-50-1 2-carbethoxyindole 
• 1222802-26-7 N-(2-oxo-2-(4-phenylbutan-2-ylamino)ethyl)benzamide 
• 937-52-0 (R)-1-methyl-3-phenylpropylamine 
• 28459-19-0 3-bromo-1-phenyl-benzo[d]imidazo[5,1-b]oxazole 
• 28459-10-1 1-phenyl-benzo[d]imidazo[5,1-b]oxazole-3-carbaldehyde 
• 28382-31-2 1-phenyl-benzo[d]imidazo[5,1-b]oxazole 
• 28459-20-3 dimethyl-(1-phenyl-benzo[d]imidazo[5,1-b]oxazol-3-ylmethyl)-amine 
• 95533-83-8 N-Benzoyl-glycyl-glycyl-hydroxamsaeure 
• 3392-91-4 N-((2-benzylamino)-2-oxoethyl)benzamide 
• 4172-36-5 N-[(benzoylamino)acetyl]glycine ethyl ester 
• 85992-90-1 (E)-2-Benzoylamino-2-(4-chlorphenyl)acrylsaeure-ethylester 

Relevant articles and documents

Highly efficient and recyclable copper based ionic liquid catalysts for amide synthesis

A series of Cu based ionic liquids was synthesized by the reaction of 1-butyl-3-methylimidazolium salts and copper(ii) salts. These ionic liquids were investigated as catalysts in the synthesis of amides (primary, secondary and tertiary amides). For easy separation and recycling, the Cu based ionic liquids were decorated on nanocrystalline silicalite. The materials were characterized using powder X-ray diffraction, nitrogen adsorption, scanning and transmission electron microscopy, thermogravimetric analysis, and nuclear magnetic resonance, Fourier transform infrared and UV-visible spectroscopy. The Cu based ionic liquids decorated on nanocrystalline silicalite were found to be efficient and recyclable catalysts for the amide synthesis. The catalysts were found to be stable and show negligible loss of the activity even after five cycles.

Benzyne-Mediated Esterification Reaction

A benzyne-mediated esterification of carboxylic acids and alcohols under mild conditions has been realized, which is made possible via a selective nucleophilic addition of carboxylic acid to benzyne in the presence of alcohol. After a subsequent transesterification with alcohol, the corresponding esters can be produced efficiently. This benzyne-mediated protocol can be used on the modification of Ibuprofen, cholesterol, estradiol, and synthesis of nandrolone phenylpropionate. In addition, benzyne can also be used to promote lactonization and amidation reaction.

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed metal-free amide bond formation from thioacids and amines at room temperature

A 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed efficient, mild and metal-free method has been developed for direct amide bond synthesis from simple thioacids and amines as starting materials. This methodology is useful for aromatic, aliphatic, and heteroaromatic thioacids as well as primary, secondary, heterocyclic, and even functionalized amines. A wide substrates scope, operationally mild conditions, and acylation of amines without affecting other functional groups such as alcohols, esters, carbodithioates, among others make this strategy very attractive and practical.