4-(4-Fluoroanilino)-4-oxobut-2-enoic acid

Base Information

• Chemical Name: 4-(4-Fluoroanilino)-4-oxobut-2-enoic acid
• CAS No.: 60252-79-1
• Molecular Formula: C₁₀H₈FNO₃
• Molecular Weight: 209.177
• European Community (EC) Number: 637-361-4
• Mol file: 60252-79-1.mol

Synonyms:60252-79-1;4-(4-fluoroanilino)-4-oxobut-2-enoic acid;3-[(4-fluorophenyl)carbamoyl]prop-2-enoic acid;(2E)-4-[(4-fluorophenyl)amino]-4-oxobut-2-enoic acid;119322-47-3;(2E)-3-[(4-fluorophenyl)carbamoyl]prop-2-enoic acid;(E)-4-(4-fluoroanilino)-4-oxobut-2-enoic acid;4-[(4-fluorophenyl)amino]-4-oxobut-2-enoic acid;4-((4-Fluorophenyl)amino)-4-oxobut-2-enoic acid;4'-Fluoromaleanilic acid;SCHEMBL10339281;BBL004528;MFCD00029808;STK409520;Maleic acid mono(4-fluorophenyl)amide;(E)-N-(4-Fluorophenyl)maleamic acid;AKOS000265990;AS-0140;TS-02981;4-(4-fluoroanilino)-4-oxo-2-butenoic acid;BB 0221185;CS-0216857;EN300-62655;(2E)-4-(4-fluoroanilino)-4-oxo-2-butenoic acid;(E)-4-(4-fluoroanilino)-4-oxo-but-2-enoic acid;4-(4-FLUOROANILINO)-4-OXOBUT-2-ENOICACID;A832654;AN-584/13210340;SR-01000416547;SR-01000416547-1;(E)-4-(4-fluorophenylamino)-4-oxobut-2-enoic acid;Z56176645

Chemical Property of 4-(4-Fluoroanilino)-4-oxobut-2-enoic acid

Chemical Property:

• Vapor Pressure: 2.03E-08mmHg at 25°C
• Melting Point: 209 °C
• Refractive Index: 1.611
• Boiling Point: 437.3 °C at 760 mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 218.2 °C
• PSA: 66.40000
• Density: 1.413 g/cm³
• LogP: 1.47800
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 209.04882128
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-4-[(4-Fluorophenyl)amino]-4-oxobut-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)C=CC(=O)O)F
• Isomeric SMILES: C1=CC(=CC=C1NC(=O)/C=C/C(=O)O)F

Technology Process of 4-(4-Fluoroanilino)-4-oxobut-2-enoic acid

There total 5 articles about 4-(4-Fluoroanilino)-4-oxobut-2-enoic 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: 93.0%

maleic anhydride (108-31-6) + 4-fluoroaniline (371-40-4) → (Z)-4-((4-fluorophenyl)amino)-4-oxobut-2-enoic acid (780-05-2,60252-79-1)

Guidance literature:

In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2011.04.066

Reference yield: 79.0%

N-(4-fluorophenyl)maleimide (6633-22-3) → 4-[(4-fluorophenyl)amino]-4-oxobut-2-enoic acid (60252-79-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 1.5h; Heating;

DOI:10.1134/S1070363217110305

Reference yield:

maleic anhydride (108-31-6) + 4-fluoroaniline (371-40-4) → 4-[(4-fluorophenyl)amino]-4-oxobut-2-enoic acid (60252-79-1)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h;

DOI:10.1021/jo502901h

upstream raw materials:

maleic anhydride

4-fluoroaniline

N-(4-fluorophenyl)maleimide

Downstream raw materials:

N-(4-fluorophenyl)maleimide

Refernces

• 1、 Byrne, Andrew J.,Bright, Sandra A.,McKeown, James P.,O’brien, John E.,Twamley, Brendan,Fayne, Darren,Williams, D. Clive,Meegan, Mary J.. "Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma". . . Retrieved 2020/01/31.
• 2、 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.