5428-05-7

Basic information

• Product Name: ethyl N-(2-nitrophenyl)glycinate
• Synonyms: Ethyl N-(2-nitrophenyl)glycinate; glycine, N-(2-nitrophenyl)-, ethyl ester
• CAS NO: 5428-05-7
• Molecular Formula: C₁₀H₁₂N₂O₄
• Molecular Weight: 224.2133
• Mol File: 5428-05-7.mol

Chemical Properties

• Boiling Point: 351.8°C at 760 mmHg
• Flash Point: 166.6°C
• Density: 1.29g/cm³
• Vapor Pressure: 4.01E-05mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: ethyl N-(2-nitrophenyl)glycinate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-(2-nitrophenyl)glycinate(5428-05-7)
• EPA Substance Registry System: ethyl N-(2-nitrophenyl)glycinate(5428-05-7)

Safety Data

• Hazardous Substances Data: 5428-05-7(Hazardous Substances Data)

Upstream product

• 105-36-2 ethyl bromoacetate 
• 88-74-4 2-nitro-aniline 
• 64-17-5 ethanol 
• 5427-99-6 2-((2-nitrophenyl)amino)acetic acid 
• 1493-27-2 ortho-nitrofluorobenzene 
• 459-73-4 GlyOEt*HCl 
• 623-73-4 diazoacetic acid ethyl ester 
• 623-33-6 glycine ethyl ester hydrochloride 

Downstream Products

• 5427-99-6 2-((2-nitrophenyl)amino)acetic acid 
• 18756-07-5 4-(2-chlorophenyl)-1,2,3,4-tetrahydroquinoxalin-2-one 
• 120589-86-8 4-acetyl-3,4-dihydroquinoxalin-2(1H)-one 
• 148858-04-2 4-<(tert-butoxy)carbonyl>-1,2,3,4-tetrahydroquinoxalin-2-one 
• 148858-09-7 ethyl 4,5-dihydroimidazo<1,5-a>quinoxaline-3-carboxylate 
• 4937-75-1 4-benzoyl-1,2,3,4-tetrahydroquinoxalin-2-one 
• 18916-43-3 Benzimidazol-N-oxid 
• 1196-57-2 quinoxalin-2⁽¹⁾-one 
• 63536-46-9 N-ethyl quinoxalin-2(1H)-one 
• 6479-18-1 1-methyl-2(1H)-quinoxalinone 
• 2048-37-5 1-methyl-3-phenylquinoxalin-2(1H)-one (3a) 

Relevant articles and documents

Palladium-catalyzed direct Hiyama arylation of quinoxalin-2(1H)-ones with aryl siloxanes in water

An efficient method for palladium-catalyzed direct Hiyama coupling of various quinoxalin-2(1H)-ones with aryl siloxanes has been developed. The protocol provides a convenient access to a variety of useful C3-arylated 1-methylquinoxalin-2(1H)-one derivatives in reasonable yields by using low cost water as a solvent and oxygen as an oxidant.

1-Methylimidazolium tetrafluoroborate [Hmim][BF4]: An efficient acidic ionic liquid catalyst for insertion of α-diazo compounds into the N-H bonds of amines

The reusable acidic ionic liquid, 1-methylimidazolium tetrafluoroborate [Hmim][BF4], was found to be an effective catalyst for the insertion of α-diazoacetate into the N-H bonds of amines. The corresponding products were obtained in good yields and short reaction times via a simple procedure. The catalyst could be recycled and reused without any noticeable decrease in its activity.

Microwave-assisted synthesis of N-arylglycines: Improvement of sydnone synthesis

Reactions of anilines with ethyl bromoacetate under microwave irradiation have afforded N-arylglycines that are subsequently converted to their N-nitroso derivatives with a combination of silica chloride or periodic acid, wet SiO2 and sodium nitrite in CH2Cl2 with satisfactory yields. In the final step, the use of 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a new and effective reagent for dehydration of N-nitroso-N-arylglycines to sydnones was successfully examined.

Antagonist, Partial Agonist, and Full Agonist Imidazoquinoxaline Amides and Carbamates Acting through the GABAA/benzodiazepine Receptor

(4RS)-1-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-12,12a-dihydroimidazopyrroloquinoxalin-10(11H)-one (1a), 5-benzoyl-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydroimidazoquinoxaline (13b), and tert-butyl (4S)-12,12a-dihydroimidazopyrroloquinoxaline-1-carboxylate (1e), as well as other imidazoquinoxaline amides and carbamates, represent a new series of compounds which bind with high affinity to the GABAA/benzodiazepine receptor.These compound exhibit a wide range of intrinsic efficacies as measured by TBPS binding ratios.The synthesis of 1a begins with the addition of DL-glutamic acid to 1-fluoro-2-nitrobenzene, followed by reduction of the nitro group and subsequent ring closure to form 3-(carbethoxymethyl)-1,2,3,4-tetrahydroquinoxalin-2-one, followed by a second ring closure to afford (4RS)-1,5-dioxo-1,2,3,4,5,6-hexahydropyrroloquinoxaline as the key intermediate.Appendage of a substituted imidazo ring via the anion of 5-cyclopropyl-1,2,4-oxadiazol-3-yl gives 1a.The (-) and (+)-isomers of 1a were prepared from 1-fluoro-2-nitrobenzene and L- and D-glutamic acid, respectively. 1a and its enantiomers demonstrated affinity for flunitrazepam binding site with Ki's of 0.87, 0.62, and 0.65 nM, respectively.

o-Nitroaniline Derivatives. Part 9. Benzimidazole N-Oxides Unsubstituted at N-1 and C-2

Since previous routes to the title compounds (1) have proved unsatisfactory as general methods, a simple new synthesis has been devised.N-Cyanomethyl-o-nitroanilines (5) are cyclised in basic media, giving 2-cyanobenzimidazole N-oxides (12) in good yield.Hydrolysis of these products with hydrochloric acid gives, directly, the title compounds as their hydrochloride salts (13), which may be isolated and purified, and which give the free N-oxides (1) by treatment with aqueous ammonia followed by evaporation. o-Nitrophenylglycine esters (4) may satisfactorily replace the nitriles (5) in certain cases.A modification of this kind in the related nitropyridylglycine series leads to 3H-imidazolpyridine 1-oxide (20).