Ethyl (4-Aminophenylamino) Oxoacetate

Base Information

• Chemical Name: Ethyl (4-Aminophenylamino) Oxoacetate
• CAS No.: 17794-28-4
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• DSSTox Substance ID: DTXSID50399779
• Wikidata: Q82202502
• Mol file: 17794-28-4.mol

Synonyms:Ethyl (4-Aminophenylamino) Oxoacetate;17794-28-4;ethyl 2-(4-aminoanilino)-2-oxoacetate;Acetic acid, 2-[(4-aminophenyl)amino]-2-oxo-, ethyl ester;DTXSID50399779;AKOS027806471;ETHYL (4-AMINOPHENYLAMINO)oxOACETATE;FT-0668153

Chemical Property of Ethyl (4-Aminophenylamino) Oxoacetate

Chemical Property:

• Melting Point: 106-107°C
• PSA: 84.91000
• LogP: 2.00110
• Solubility.: Dichloromethane, Ethyl Acetate
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Ethyl(4-Aminophenylamino)Oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)NC1=CC=C(C=C1)N
• Uses: Ethyl (4-Aminophenylamino) Oxoacetate (cas# 17794-28-4) is a compound useful in organic synthesis.

Technology Process of Ethyl (4-Aminophenylamino) Oxoacetate

There total 3 articles about Ethyl (4-Aminophenylamino) Oxoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

ethyl N-(4-nitrophenyl)oxamate (5416-11-5) → ethyl 2-((4-aminophenyl)amino)-2-oxoacetate (17794-28-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2016.03.079

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → ethyl 2-((4-aminophenyl)amino)-2-oxoacetate (17794-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 15 h / 20 °C / Cooling with ice

2: hydrogen; palladium on activated charcoal / tetrahydrofuran / 3 h / 20 °C

With palladium on activated charcoal; hydrogen; potassium carbonate; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.ejmech.2016.03.079

Reference yield:

→ ethyl 2-((4-aminophenyl)amino)-2-oxoacetate (17794-28-4)

Guidance literature:

Ethyl-p-nitrooxanilat (IV, R=NO2), H2/Pd/C;

DOI:10.1016/0006-2952(68)90348-1

upstream raw materials:

4-nitro-aniline

ethyl N-(4-nitrophenyl)oxamate

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