3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride

Base Information

• Chemical Name: 3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride
• CAS No.: 61960-57-4
• Molecular Formula: C11H6 Cl N O3
• Molecular Weight: 235.627
• Hs Code.: 2925190090
• European Community (EC) Number: 263-354-7
• DSSTox Substance ID: DTXSID70210992
• Nikkaji Number: J306.953B
• Wikidata: Q83085837
• Mol file: 61960-57-4.mol

Synonyms:61960-57-4;3-Maleimidobenzoic acid chloride;3-(2,5-dioxopyrrol-1-yl)benzoyl chloride;3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride;3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoyl chloride;m-maleimidobenzoyl chloride;3-MALEIMIMDOBENZOIC ACID CHLORIDE;EINECS 263-354-7;3-MALEIMIDOBENZOICACIDCHLORIDE;C11H6ClNO3;SCHEMBL4363597;C11-H6-Cl-N-O3;DTXSID70210992;CIHNCGJBKQNXOG-UHFFFAOYSA-N;MFCD03421628;3-maleimidobenzoic acid chloride, AldrichCPR;A913436;3-(2,5-Dioxo-3-pyrroline-1-yl)benzoic acid chloride;3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoylchloride

Chemical Property of 3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride

Chemical Property:

• Vapor Pressure: 1.72E-06mmHg at 25°C
• Melting Point: 125-128 °C
• Boiling Point: 396.3°C at 760 mmHg
• PKA: -2.61±0.20(Predicted)
• Flash Point: 193.5°C
• PSA: 54.45000
• Density: 1.504g/cm³
• LogP: 1.56000
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 235.0036207
• Heavy Atom Count: 16
• Complexity: 359

Purity/Quality:

98% ^*data from raw suppliers

3-Maleimidobenzoicacidchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N2C(=O)C=CC2=O)C(=O)Cl

Technology Process of 3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride

There total 2 articles about 3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoyl chloride 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: 82.0%

3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid (17057-07-7) → 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoylchloride (61960-57-4)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In benzene; for 2h; Reflux;

DOI:10.1134/S1070428015060159

Reference yield:

meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoylchloride (61960-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (CH₃COO)2Mg; Et₃N; Ac₂O / acetone / 0.75 h / Heating

2: 75 percent / SOCl₂ / benzene / 4 h / 80 °C

With thionyl chloride; magnesium acetate; acetic anhydride; triethylamine; In acetone; benzene;

Reference yield: 74.0%

Tetrachlorobisphenol A (79-95-8) + 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoylchloride (61960-57-4) → C37H22Cl4N2O8

Guidance literature:

With triethylamine; In chloroform; for 1.5h; cooling;

upstream raw materials:

3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-benzoic acid

meta-aminobenzoic acid

Downstream raw materials:

N'-[3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoyl]-hydrazinecarboxylic acid tert-butyl ester

3-maleimidobenzaldehyde

Doxo-MBS

Refernces

• 1、 Sava, Mitica. "Bismaleimide monomers with various structures and polyaspartimides". . p. 929 - 937. Retrieved 2013/09/23.
• 2、 Kley, Joerg T.,Fichert, Thomas,Massing, Ulrich. "Synthesis of novel thiol-reactive amphiphilic lipids based on cholesterol for protein-liposome coupling". . p. 319 - 327. Retrieved 2007/10/03.