7512-77-8

Basic information

• Product Name: ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE
• Synonyms: ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE;N-(4-NITROBENZOYL)GLYCINE ETHYL ESTER;2-[(4-nitrobenzoyl)amino]acetic acid ethyl ester;2-[[(4-nitrophenyl)-oxomethyl]amino]acetic acid ethyl ester;BIM-0006515.P001;CBMicro_006660;ethyl 2-[(4-nitrophenyl)carbonylamino]ethanoate;ethyl N-(4-nitrobenzoyl)glycinate
• CAS NO: 7512-77-8
• Molecular Formula: C₁₁H₁₂N₂O₅
• Molecular Weight: 252.22
• Mol File: 7512-77-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 147-149°C
• Boiling Point: 454°Cat760mmHg
• Flash Point: 228.4°C
• Appearance: /
• Density: 1.295g/cm³
• Vapor Pressure: 1.97E-08mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE(7512-77-8)
• EPA Substance Registry System: ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE(7512-77-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 7512-77-8(Hazardous Substances Data)

Usage

General Description

ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE, also known as ethyl N-(4-nitrobenzoyl)glycinate, is a chemical compound with the molecular formula C11H12N2O5. It is a pale yellow solid that is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE is derived from ethyl glycinate and 4-nitrobenzoyl chloride, and it is often employed as an intermediate in the production of various biologically active molecules. ETHYL 2-[(4-NITROBENZOYL)AMINO]ACETATE has potential applications in the development of new drugs and in the research and development of new chemical entities. However, due to its potential health hazards, it should be handled with care and in accordance with safety protocols.

InChI:InChI=1/C11H12N2O5/c1-2-18-10(14)7-12-11(15)8-3-5-9(6-4-8)13(16)17/h3-6H,2,7H2,1H3,(H,12,15)

Upstream product

• 122081-22-5 4-Nitro-benzoic acid 4,5-dimethyl-[1,2,3]triazol-1-yl ester 
• 459-73-4 GlyOEt*HCl 
• 623-33-6 glycine ethyl ester hydrochloride 
• 555-16-8 4-nitrobenzaldehdye 
• 62-23-7 4-nitro-benzoic acid 
• 1644630-62-5 C₁₃H₇ClN₂O₆ 
• 122-04-3 4-nitro-benzoyl chloride 
• 90054-17-4 biacethyl-2-oxime-3-p-nitrobenzoylhydrazone 
• 64-17-5 ethanol 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 2999-46-4 Ethyl isocyanoacetate 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 69555-14-2 ethyl N-diphenylmethylene glycine 

Downstream Products

• 51769-94-9 N-(4-nitro-benzoyl)-glycine dimethylamide 
• 65654-31-1 (4-Propionylamino-benzoylamino)-acetic acid ethyl ester 
• 111441-26-0 4-(8,9-dimethoxy-5,6-dihydro-imidazo[5,1-a]isoquinolin-3-yl)-aniline 
• 858220-46-9 8,9-dimethoxy-3-(4-nitro-phenyl)-5,6-dihydro-imidazo[5,1-a]isoquinoline 
• 1029804-12-3 2,2,2-trifluoro-1(5-(4methylpiperazin-1-yl)-2-(4-nitrophenyl)oxazol-4-yl)ethanone 
• 56-40-6 glycine 
• 51770-32-2 1-[5-dimethylamino-2-(4-nitro-phenyl)-oxazol-4-yl]-2,2,2-trifluoro-ethanone 
• 51770-34-4 5-dimethylamino-2-(4-nitro-phenyl)-oxazole-4-carboxylic acid 
• 51770-00-4 dimethyl-[2-(4-nitro-phenyl)-oxazol-5-yl]-amine 
• 46319-19-1 N-(4-amino-benzoyl)-glycine amide 
• 39735-49-4 N-Hydroxycarbamoylmethyl-4-nitro-benzamide 
• 139645-87-7 N-(4-nitro-benzoyl)-glycine hydrazide 
• 5410-49-1 4-nitrobenzoyl glycine amide 
• 20333-85-1 N-(4-amino-benzoyl)-glycine ethyl ester 

Relevant articles and documents

Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives

A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).

The α-effect in hydrazinolysis of 4-chloro-2-nitrophenyl x-substituted-benzoates: Effect of substituent x on reaction mechanism and the α-effect

Second-order rate constants (kN) have been measured spectrophotometrically for the reaction of 4-chloro-2- nitrophenyl X-substituted-benzoates (6a-6h) with a series of primary amines including hydrazine in 80 mol % H2O/20 mol % DMSO at 25.0°C. The Bronsted-type plot for the reaction of 4-chloro-2-nitrophenyl benzoate (6d) is linear with βnuc = 0.74 when hydrazine is excluded from the correlation. Such a linear Bronsted-type plot is typical for reactions reported previously to proceed through a stepwise mechanism in which expulsion of the leaving group occurs in the rate-determining step (RDS). The Hammett plots for the reactions of 6a-6h with hydrazine and glycylglycine are nonlinear. In contrast, the Yukawa-Tsuno plots exhibit excellent linear correlations with ?X = 1.29-1.45 and r = 0.53-0.56, indicating that the nonlinear Hammett plots are not due to a change in RDS but are caused by resonance stabilization of the substrates possessing an electron-donating group (EDG). Hydrazine is ca. 47-93 times more reactive than similarly basic glycylglycine toward 6a-6h (e.g., the α-effect). The α-effect increases as the substituent X in the benzoyl moiety becomes a stronger electronwithdrawing group (EWG), indicating that destabilization of the ground state (GS) of hydrazine through the repulsion between the nonbonding electron pairs on the two N atoms is not solely responsible for the substituent-dependent α-effect. Stabilization of transition state (TS) through five-membered cyclic TSs, which would increase the electrophilicity of the reaction center or the nucleofugality of the leaving group, contributes to the α-effect observed in this study.

The preparation of amides by copper-mediated oxidative coupling of aldehydes and amine hydrochloride salts

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