4-maleimidobenzoic acid methyl ester

Base Information

• Chemical Name: 4-maleimidobenzoic acid methyl ester
• CAS No.: 40349-49-3
• Molecular Formula: C12H9NO4
• Molecular Weight: 231.208
• Hs Code.: 2925190090
• Mol file: 40349-49-3.mol

Synonyms:4-Maleinimido-benzoesaeure-methylester;4-maleimido-benzoic acid methyl ester;F1265-0507;

Chemical Property of 4-maleimidobenzoic acid methyl ester

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Boiling Point: 396.7°C at 760 mmHg
• Flash Point: 193.7°C
• PSA: 63.68000
• Density: 1.375g/cm³
• LogP: 0.96760

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-maleimidobenzoic acid methyl ester

There total 9 articles about 4-maleimidobenzoic acid methyl ester 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%

(Z)-4-((4-(methoxycarbonyl)phenyl)amino)-4-oxobut-2-enoic acid (125407-30-9) → methyl 4‐(2,5‐dioxo‐2,5‐dihydro‐1H‐pyrrol‐1‐yl)benzoate (40349-49-3)

Guidance literature:

With sodium acetate; acetic anhydride; In N,N-dimethyl-formamide; at 45 - 50 ℃; for 4h;

DOI:10.1134/S1070428007030104

Reference yield:

maleic anhydride (108-31-6) + 4-methoxycarbonyl aniline (619-45-4) → methyl 4‐(2,5‐dioxo‐2,5‐dihydro‐1H‐pyrrol‐1‐yl)benzoate (40349-49-3)

Guidance literature:

maleic anhydride; 4-methoxycarbonyl aniline; In diethyl ether; at 20 ℃;

With sodium acetate; acetic anhydride; at 120 ℃;

DOI:10.1016/j.bmcl.2010.03.040

Reference yield:

4-methoxycarbonyl aniline (619-45-4) → methyl 4‐(2,5‐dioxo‐2,5‐dihydro‐1H‐pyrrol‐1‐yl)benzoate (40349-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / 20 °C / Inert atmosphere

2: acetic anhydride; sodium acetate / 12 h / 120 °C / Inert atmosphere

With sodium acetate; acetic anhydride; In toluene;

DOI:10.1002/adsc.201800734

upstream raw materials:

methanol

4-(2,5-dioxo-2,5-dihydro-1-pyrrol-1-yl)benzoyl chloride

methyl iodide

(Z)-4-((4-(methoxycarbonyl)phenyl)amino)-4-oxobut-2-enoic acid

Downstream raw materials:

4-(1,3-dioxo-4,9-diphenyl-1,3,3a,4,9,9a-hexahydro-4,9-epioxido-benzo[f]isoindol-2-yl)-benzoic acid methyl ester

4-(6,7-dimethyl-1,3-dioxo-4,9-di-p-tolyl-1,3,3a,4,9,9a-hexahydro-4,9-epioxido-benzo[f]isoindol-2-yl)-benzoic acid methyl ester

C₄₁H₂₇NO₅

C₄₃H₃₁NO₅