[(4-Chlorophenyl)amino](oxo)acetic acid

Base Information

• Chemical Name: [(4-Chlorophenyl)amino](oxo)acetic acid
• CAS No.: 17738-71-5
• Molecular Formula: C8H6 Cl N O3
• Molecular Weight: 199.594
• Hs Code.: 2924299090
• UNII: 5U7KFM27BB
• DSSTox Substance ID: DTXSID40407079
• Nikkaji Number: J391.078D
• Mol file: 17738-71-5.mol

Synonyms:17738-71-5;[(4-chlorophenyl)amino](oxo)acetic acid;2-(4-chloroanilino)-2-oxoacetic acid;[(4-chlorophenyl)carbamoyl]formic acid;p-Chlorooxanilic acid;Sulofenur metabolite X;4'-Chlorooxanilic acid;2-((4-chlorophenyl)amino)-2-oxoacetic acid;5U7KFM27BB;N-(4-Chlorophenyl)oxalamic acid;(4-CHLOROPHENYL)AMINO](OXO)ACETIC ACID;Acetic acid, 2-[(4-chlorophenyl)amino]-2-oxo-;Acetic acid, 2-((4-chlorophenyl)amino)-2-oxo-;4-chloro-oxanilic acid;UNII-5U7KFM27BB;SCHEMBL208060;DTXSID40407079;MFCD06655800;AKOS000118451;BS-4106;2-((4-chlorophenyl)amino)-2-oxoaceticacid;BB 0296193;CS-0233412;EN300-13333;Z90122505

Chemical Property of [(4-Chlorophenyl)amino](oxo)acetic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 69.89000
• Density: 1.546g/cm³
• LogP: 2.01260
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.0036207
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

[(4-CHLOROPHENYL)AMINO](OXO)ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)C(=O)O)Cl

Technology Process of [(4-Chlorophenyl)amino](oxo)acetic acid

There total 8 articles about [(4-Chlorophenyl)amino](oxo)acetic acid 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: 100.0%

ethyl oxalylchloride (17118-74-0) + 4-chloro-aniline (106-47-8) → 2-((4-chlorophenyl)-amino)-2-oxoacetic acid (17738-71-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.joc.1c02425

Reference yield: 84.0%

methyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (41374-66-7) → 2-((4-chlorophenyl)-amino)-2-oxoacetic acid (17738-71-5)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 1h;

Reference yield: 84.0%

ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (5397-14-8) → 2-((4-chlorophenyl)-amino)-2-oxoacetic acid (17738-71-5)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1021/acs.oprd.1c00112

upstream raw materials:

N-(4-chlorophenyl)-2-cyanoacetamide

methyl 2-[(4-chlorophenyl)amino]-2-oxoacetate

4-chloro-aniline

ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate

Downstream raw materials:

C₂₁H₁₁BrCl₂F₃N₃O₃

1-(4-bromophenyl)-3-(4-chlorophenyl)urea

3-(4-chlorophenyl)-1-(phenylmethyl)urea

Refernces

• 1、 Petti, Alessia,Fagnan, Corentin,van Melis, Carlo G. W.,Tanbouza, Nour,Garcia, Anthony D.,Mastrodonato, Andrea,Leech, Matthew C.,Goodall, Iain C. A.,Dobbs, Adrian P.,Ollevier, Thierry,Lam, Kevin. "Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates". . p. 2614 - 2621. Retrieved 2021/06/27.
• 2、 Demirel, Nemrud,Donkin, Benjamin D. T.,Lee, Ai-Lan,Mooney, David T.,Moore, Peter R.. "Direct C-H Functionalization of Phenanthrolines: Metal- And Light-Free Dicarbamoylations". . p. 17282 - 17293. Retrieved 2021/12/02.