3-[(4-Methoxyphenyl)amino]-3-oxopropanoic acid

Base Information

• Chemical Name: 3-[(4-Methoxyphenyl)amino]-3-oxopropanoic acid
• CAS No.: 61916-60-7
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50470153
• Wikidata: Q82298144
• Mol file: 61916-60-7.mol

Synonyms:61916-60-7;3-[(4-methoxyphenyl)amino]-3-oxopropanoic acid;3-(4-Methoxyanilino)-3-oxopropanoic acid;3-((4-Methoxyphenyl)amino)-3-oxopropanoic acid;2-[(4-methoxyphenyl)carbamoyl]acetic Acid;Oprea1_629020;SCHEMBL308447;DTXSID50470153;RCVPARJLXXAYQW-UHFFFAOYSA-N;MFCD00201915;AKOS003665087;CS-0359402;FT-0720026;3-(4-Methoxyphenylamino)-3-oxopropanoic acid;3-((4-Methoxyphenyl)amino)-3-oxopropanoicacid

Chemical Property of 3-[(4-Methoxyphenyl)amino]-3-oxopropanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 157 °C
• Boiling Point: 484.777oC at 760 mmHg
• PKA: -0.29±0.32(Predicted)
• Flash Point: 246.984oC
• PSA: 75.63000
• Density: 1.327g/cm3
• LogP: 1.18140
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

3-[(4-methoxyphenyl)amino]-3-oxopropanoicAcid ^*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)CC(=O)O

Technology Process of 3-[(4-Methoxyphenyl)amino]-3-oxopropanoic acid

There total 8 articles about 3-[(4-Methoxyphenyl)amino]-3-oxopropanoic 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: 96.0%

benzyl 3-(4-(methylamino)phenylamino)-3-oxopropanoate → 3-((4-methoxyphenyl)amino)-3-oxopropanoic acid (61916-60-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 4h; under 2068.65 - 2585.81 Torr;

Reference yield: 96.0%

benzyl 3-(4-methoxyphenylamino)-3-oxopropanoate → 3-((4-methoxyphenyl)amino)-3-oxopropanoic acid (61916-60-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 4h; under 2068.65 - 2585.81 Torr;

Reference yield: 77.0%

cycl-isopropylidene malonate (2033-24-1) + 4-methoxy-aniline (104-94-9) → 3-((4-methoxyphenyl)amino)-3-oxopropanoic acid (61916-60-7)

Guidance literature:

In neat (no solvent); at 60 ℃; for 4h;

DOI:10.1016/j.tetlet.2020.151778

upstream raw materials:

ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate

4-methoxy-aniline

cycl-isopropylidene malonate

Downstream raw materials:

4-hydroxy-6-methoxy-1H-quinolin-2-one

ethyl 2-(3-(4-methoxyphenylamino)-3-oxopropanamido)-2-methyl-4-oxo-4-p-tolylbutanoate

5-(4-methoxyphenylcarbamoyl)-2-methyl-6-oxo-4-p-tolyl-1,2,3,6-tetrahydropyridine-2-carboxylic acid

C₁₀H₁₀ClNO₃

Refernces

• 1、 Mierina, Inese,Stikute, Agnese,Mishnev, Anatoly,Jure, Mara. "An alternative way to analogues of avenanthramides and their antiradical activity". . p. 85 - 101. Retrieved 2018/11/23.
• 2、 Wang, Hsiao-Chun,Jagtap, Ajit Dhananjay,Chang, Pei-Teh,Liu, Jia-Rong,Liu, Chih-Peng,Tseng, Hsiang-Wen,Chen, Grace Shiahuy,Chern, Ji-Wang. "Bioisosteric replacement of an acylureido moiety attached to an indolin-2-one scaffold with a malonamido or a 2/4-pyridinoylamido moiety produces a selectively potent Aurora-B inhibitor". . p. 312 - 334. Retrieved 2014/08/05.