N-(4-Bromophenyl)maleamic acid

Base Information

• Chemical Name: N-(4-Bromophenyl)maleamic acid
• CAS No.: 36847-86-6
• Molecular Formula: C₁₀H₈BrNO₃
• Molecular Weight: 270.082
• European Community (EC) Number: 666-227-8
• NSC Number: 58022
• Nikkaji Number: J800.946E
• Mol file: 36847-86-6.mol

Synonyms:N-(4-BROMOPHENYL)MALEAMIC ACID;36847-86-6;59256-47-2;(Z)-4-(4-bromoanilino)-4-oxobut-2-enoic acid;4-(4-bromoanilino)-4-oxobut-2-enoic acid;4-((4-Bromophenyl)amino)-4-oxobut-2-enoic acid;N-(p-Bromophenyl)maleamic acid;SCHEMBL7824173;N-(4-Bromophenyl)maleamidic acid;NSC58022;MFCD00134952;NSC-58022;AKOS000296123;CS-0316060;SR-01000580181;SR-01000580181-1;(Z)-4-((4-bromophenyl)amino)-4-oxobut-2-enoic acid;(2Z)-3-[(4-BROMOPHENYL)CARBAMOYL]PROP-2-ENOIC ACID

Chemical Property of N-(4-Bromophenyl)maleamic acid

Chemical Property:

• Vapor Pressure: 4.22E-10mmHg at 25°C
• Refractive Index: 1.66
• Boiling Point: 482 °C at 760 mmHg
• Flash Point: 245.3 °C
• PSA: 66.40000
• Density: 1.688 g/cm³
• LogP: 2.10140
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.96876
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

4'-BROMOMALEANILIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Bromophenyl)maleamic acid

There total 1 articles about N-(4-Bromophenyl)maleamic 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-bromo-aniline (106-40-1) → 3-(4-bromophenylcarbamoyl)acrylic acid (59256-47-2,36847-86-6)

Guidance literature:

In dichloromethane; for 2h; Reflux;

DOI:10.3109/14756366.2011.580455

Reference yield: 84.0%

3-amino-1,2,3,4-tetrahydroquinolin-2-one (85115-10-2,40615-17-6) + 3-(4-bromophenylcarbamoyl)acrylic acid (59256-47-2,36847-86-6) → N1-(4-bromophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)fumaramide

Guidance literature:

3-(4-bromophenylcarbamoyl)acrylic 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

Reference yield: 74.14%

3,5-dimethyl-1H-pyrazole (67-51-6) + 3-(4-bromophenylcarbamoyl)acrylic acid (59256-47-2,36847-86-6) + zinc(II) acetate dihydrate (5970-45-6) → Zn(3,5-dimethylpyrazole)2(3-(4-bromo-phenylcarbamoyl)acrylate)2

Guidance literature:

In methanol; ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.molstruc.2020.129818

upstream raw materials:

maleic anhydride

4-bromo-aniline

Downstream raw materials:

6β-[3-(4-bromo-phenylcarbamoyl)-acryloylamino]-penicillanic acid

N-(4-bromophenyl)maleimide

Refernces

• 1、 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.
• 2、 Firoozi, Somayeh,Hosseini-Sarvari, Mona,Koohgard, Mehdi. "Solvent-free and room temperature visible light-induced C-H activation: CdS as a highly efficient photo-induced reusable nano-catalyst for the C-H functionalization cyclization of: T -amines and C-C double and triple bonds". supporting information. p. 5540 - 5549. Retrieved 2019/01/03.