3-[(4-Chlorophenyl)carbamoyl]prop-2-enoic acid

Base Information

• Chemical Name: 3-[(4-Chlorophenyl)carbamoyl]prop-2-enoic acid
• CAS No.: 306935-74-0
• Molecular Formula: C10H8 Cl N O3
• Molecular Weight: 225.631
• Hs Code.: 2924299090
• Mol file: 306935-74-0.mol

Synonyms:3-[(4-chlorophenyl)carbamoyl]prop-2-enoic acid;114328-56-2;4'-CHLOROMALEANILIC ACID;AKOS030230144;FT-0616609;FT-0629218;(Z)-4-(4-chlorophenylamino)-4-oxobut-2-enoic acid

Chemical Property of 3-[(4-Chlorophenyl)carbamoyl]prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 1.72E-09mmHg at 25°C
• Melting Point: 200 °C
• Boiling Point: 466.2°Cat760mmHg
• PKA: 3.44±0.10(Predicted)
• Flash Point: 235.7°C
• PSA: 66.40000
• Density: 1.448g/cm³
• LogP: 1.99230
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.0192708
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98%Min ^*data from raw suppliers

4-(4-Chloroanilino)-4-oxobut-2-enoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-[(4-Chlorophenyl)carbamoyl]prop-2-enoic acid

There total 1 articles about 3-[(4-Chlorophenyl)carbamoyl]prop-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:

maleic anhydride (108-31-6) + 4-chloro-aniline (106-47-8) → 3-[(4-chlorophenylamido)]propenoic acid (306935-74-0)

Guidance literature:

With acetic acid; at 25 ℃; for 0.166667h;

DOI:10.1080/00304948.2013.798569

Reference yield: 83.0%

3-[(4-chlorophenylamido)]propenoic acid (306935-74-0) + zinc(II) acetate dihydrate (5970-45-6) → Zn(3-[(4-chlorophenylamido)]propenoate)2]*2H2O

Guidance literature:

In methanol; byproducts: CH3COOH; ligand dissolved in MeOH on heating at 40-50°C with stirring; soln. of Zn acetate in MeOH added dropwise; stirred for 3 h; filtered; ppt. dried in air; elem. anal.;

DOI:10.1134/S0036023611110027

Reference yield: 80.0%

3-amino-1,2,3,4-tetrahydroquinolin-2-one (85115-10-2,40615-17-6) + 3-[(4-chlorophenylamido)]propenoic acid (306935-74-0) → N1-(4-chlorophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)fumaramide

Guidance literature:

3-[(4-chlorophenylamido)]propenoic acid; With iodine; triethylamine; triethyl phosphite; In dichloromethane; for 0.25h; Cooling;

3-amino-1,2,3,4-tetrahydroquinolin-2-one; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2020.112278

upstream raw materials:

maleic anhydride

4-chloro-aniline

Downstream raw materials:

N-(4-chlorophenyl)maleimide

C₂₆H₁₆ClNO₅

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.