(2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoic acid

Base Information

• Chemical Name: (2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoic acid
• CAS No.: 59652-96-9
• Molecular Formula: C10H8BrNO3
• Molecular Weight: 270.082
• European Community (EC) Number: 691-941-1
• Nikkaji Number: J800.945G
• Mol file: 59652-96-9.mol

Synonyms:59652-96-9;(2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoic acid;4-(3-bromoanilino)-4-oxo-2-butenoic acid;MFCD00215528;AKOS000296117;(Z)-3-(3-Bromophenylcarbamoyl)acrylic acid;CS-0363225;9H-914;(2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoicacid;(Z)-4-((3-bromophenyl)amino)-4-oxobut-2-enoic acid

Chemical Property of (2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoic acid

Chemical Property:

• Boiling Point: 479.4±45.0 °C(Predicted)
• PKA: 2.76±0.25(Predicted)
• PSA: 69.89000
• Density: 1.688±0.06 g/cm3(Predicted)
• LogP: 2.67790
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.96876
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

4-(3-BROMOANILINO)-4-OXO-2-BUTENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2Z)-3-[(3-bromophenyl)carbamoyl]prop-2-enoic acid

There total 2 articles about (2Z)-3-[(3-bromophenyl)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) + m-Bromoaniline (591-19-5) → 3-(3-bromo-phenylcarbamoyl)-acrylic acid (59652-96-9)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h;

DOI:10.1039/c8nj00476e

Reference yield:

maleic anhydride (108-31-6) + m-Bromoaniline (591-19-5) → (Z)-3-(3-Bromo-phenylcarbamoyl)-acrylic acid (59652-96-9)

Guidance literature:

In dimethyl sulfoxide; at 34.9 ℃; Rate constant; other solvents;

Reference yield: 83.0%

3-amino-1,2,3,4-tetrahydroquinolin-2-one (85115-10-2,40615-17-6) + 3-(3-bromo-phenylcarbamoyl)-acrylic acid (59652-96-9) → N1-(3-bromophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)fumaramide

Guidance literature:

3-(3-bromo-phenylcarbamoyl)-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

upstream raw materials:

maleic anhydride

m-Bromoaniline

Downstream raw materials:

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

N-(3-bromophenyl)maleimide