4-Oxo-4-(phenylamino)-2-butenoic acid

Base Information

• Chemical Name: 4-Oxo-4-(phenylamino)-2-butenoic acid
• CAS No.: 37902-58-2
• Molecular Formula: C10H8NO3-
• Molecular Weight: 191.186
• Hs Code.: 2924299090
• European Community (EC) Number: 253-707-3
• DSSTox Substance ID: DTXSID10870610
• Wikidata: Q106902954
• Mol file: 37902-58-2.mol

Synonyms:4-Oxo-4-(phenylamino)-2-butenoic acid;4-anilino-4-oxobut-2-enoic acid;3-(phenylcarbamoyl)prop-2-enoic acid;Maybridge4_003819;DTXSID10870610;AKOS034449457;FT-0619346;FT-0628115

Chemical Property of 4-Oxo-4-(phenylamino)-2-butenoic acid

Chemical Property:

• Vapor Pressure: 1.36E-08mmHg at 25°C
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 442.1°Cat760mmHg
• Flash Point: 221.1°C
• PSA: 66.40000
• Density: 1.329g/cm³
• LogP: 1.33890
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

4-Oxo-4-phenylamino-2-butenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Oxo-4-(phenylamino)-2-butenoic acid

There total 22 articles about 4-Oxo-4-(phenylamino)-2-butenoic 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%

maleic anhydride (108-31-6) + aniline (62-53-3) → N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2)

Guidance literature:

In diethyl ether;

DOI:10.1021/jp9905474

Reference yield: 98.0%

maleic anhydride (108-31-6) + aniline (62-53-3) → 3-phenylcarbamoylacrylic acid (37902-58-2)

Guidance literature:

In diethyl ether; at 20 ℃; for 2h;

DOI:10.1002/chem.201904751

Reference yield:

maleic anhydride (108-31-6) + aniline (62-53-3) → N-phenyl-maleimide (941-69-5) + N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2)

Guidance literature:

With zirconium(IV) bis(monohydrogenphosphate); In ethylbenzene; at 80 - 140 ℃;

upstream raw materials:

maleic anhydride

aniline

N-phenyl-maleimide

maleic acid

Downstream raw materials:

(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-acetic acid anilide

N-phenyl-maleamic acid methyl ester

N-phenylisomaleimide

3-chloro-1-phenylpyrrolidine-2,5-dione

Refernces

• 1、 Kiselev,Kashaeva,Potapova,Kornilov,Latypova,Konovalov. "Hydrophobic acceleration in the Diels—Alder reaction of 9-hydroxymethylanthracene with N-phenylmaleimide". . p. 2202 - 2205. Retrieved 2016.
• 2、 Abegg, Daniel,Adibekian, Alexander,Afonso, Cláudia F.,Bernardes, Gon?alo J. L.,Corzana, Francisco,Laserna, Victor,Martin, Esther M.,Ravn, Peter. "Dichloro Butenediamides as Irreversible Site-Selective Protein Conjugation Reagent". supporting information. p. 23750 - 23755. Retrieved 2021/10/01.
• 3、 Ji, Qinggang,Li, Baihui,Shen, Yangli,Wu, Hu,Wu, Xiaobo,Yuan, Lvjiang. "Design, synthesis and biological evaluation of novel 3,4-dihydro-2(1H)-quinolinone derivatives as potential chitin synthase inhibitors and antifungal agents". . . Retrieved 2020/04/15.