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

Base Information

• Chemical Name: [(4-Methoxyphenyl)amino](oxo)acetic acid
• CAS No.: 41374-62-3
• Molecular Formula: C9H8NO4-
• Molecular Weight: 195.175
• Hs Code.: 2924299090
• ChEMBL ID: CHEMBL1336818
• DSSTox Substance ID: DTXSID80407078
• Wikidata: Q82212309
• Mol file: 41374-62-3.mol

Synonyms:41374-62-3;[(4-methoxyphenyl)amino](oxo)acetic acid;2-((4-Methoxyphenyl)amino)-2-oxoacetic acid;2-(4-methoxyanilino)-2-oxoacetic acid;[(4-methoxyphenyl)carbamoyl]formic acid;(4-METHOXYPHENYL)AMINO](OXO)ACETIC ACID;MFCD01049254;2-[(4-Methoxyphenyl)amino]-2-oxoacetic Acid;CHEMBL1336818;SCHEMBL11721311;DTXSID80407078;AKOS000118440;AS-64174;SY152579;2-((4-Methoxyphenyl)amino)-2-oxoaceticacid;CS-0452369;EN300-13332;MLS-0090838.0001;2-[(4-Methoxy-phenyl)amino]-2-oxo-acetic acid;J-507596;[(4-methoxyphenyl)amino](oxo)acetic acid, AldrichCPR;Z90122504

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

Chemical Property:

• Melting Point: 215 °C (decomp)(Solv: ethanol (64-17-5))
• Boiling Point: °Cat760mmHg
• PKA: 0.13±0.54(Predicted)
• Flash Point: °C
• PSA: 79.12000
• Density: 1.382g/cm³
• LogP: 1.36780
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

97% ^*data from raw suppliers

[(4-methoxyphenyl)carbamoyl]formicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)C(=O)O

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

There total 5 articles about [(4-Methoxyphenyl)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: 89.0%

ethyl 4'-methoxyoxanilate (18522-99-1) → 2-((4-methoxyphenyl)amino)-2-oxoacetic acid (41374-62-3)

Guidance literature:

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

DOI:10.1021/acs.oprd.1c00112

Reference yield: 34.0%

ethyl oxalylchloride (17118-74-0) + 4-methoxy-aniline (104-94-9) → 2-((4-methoxyphenyl)amino)-2-oxoacetic acid (41374-62-3)

Guidance literature:

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

DOI:10.1021/acs.joc.1c02425

Reference yield:

4-methoxy-aniline (104-94-9) → 2-((4-methoxyphenyl)amino)-2-oxoacetic acid (41374-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 200 °C

2: sodium carbonate

With sodium carbonate;

upstream raw materials:

oxalic acid

4-methoxy-aniline

ethyl 4'-methoxyoxanilate

Ethyl oxalyl chloride

Downstream raw materials:

4-Methoxyphenyl isocyanate

(4-Methoxy-phenylamino)-oxo-acetyl chloride

C₁₇H₁₄N₂O₅

Refernces

• 1、 Bhat, Vighneshwar Shridhar,Lee, Anna. "Direct C3 Carbamoylation of 2H-Indazoles". supporting information. p. 3382 - 3385. Retrieved 2021/06/28.
• 2、 Sengupta, Saumitra,Rao, G. Venkateshwar,Dubey. "Synthesis and biological evaluation of novel oxalamido derivatives as caspase-3 inhibitors". body text. p. 901 - 905. Retrieved 2011/09/12.