3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione
• CAS No.: 65833-14-9
• Molecular Formula: C10H5Br2NO2
• Molecular Weight: 330.963
• DSSTox Substance ID: DTXSID60516718
• Nikkaji Number: J2.665.082H
• Wikidata: Q82378263
• Mol file: 65833-14-9.mol

Synonyms:3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione;65833-14-9;N-Phenyldibromomaleimide;N-phenyl-dibromomaleimide;SCHEMBL1163609;DTXSID60516718;SAOKSEAZOIEPGA-UHFFFAOYSA-N;3,4-dibromo-1-phenylpyrrole-2,5-dione;3,4-DIBROMO-1-PHENYL-PYRROLE-2,5-DIONE

Chemical Property of 3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione

Chemical Property:

• Melting Point: 165 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 342.1±42.0 °C(Predicted)
• PKA: -4.86±0.60(Predicted)
• Density: 2.135±0.06 g/cm3(Predicted)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 330.86665
• Heavy Atom Count: 15
• Complexity: 321

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=O)C(=C(C2=O)Br)Br

Technology Process of 3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione

There total 11 articles about 3,4-Dibromo-1-phenyl-1H-pyrrole-2,5-dione 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: 98.0%

3-bromo-1-phenyl-1H-pyrrole-2,5-dione (72000-67-0) → 3,4-dibromo-2,5-dihydro-1-phenyl-1H-pyrrole-2,5-dione (65833-14-9)

Guidance literature:

With bromine; sodium acetate; acetic acid; for 3h; Heating;

DOI:10.1021/jo9722055

Reference yield: 81.0%

2,3-dibromomaleic anhydride (1122-12-9) + aniline (62-53-3) → 3,4-dibromo-2,5-dihydro-1-phenyl-1H-pyrrole-2,5-dione (65833-14-9)

Guidance literature:

With ammonium acetate; acetic acid; for 3h; Heating;

DOI:10.1016/j.tet.2005.03.016

Reference yield: 74.2%

dibromomaleic acid (608-37-7) + aniline (62-53-3) → 3,4-dibromo-2,5-dihydro-1-phenyl-1H-pyrrole-2,5-dione (65833-14-9)

Guidance literature:

In acetic acid; Cooling with ice; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2010.04.057

upstream raw materials:

3-bromo-1-phenyl-1H-pyrrole-2,5-dione

1-phenylpyrrole

bromine

acetic acid

Downstream raw materials:

3,4-diiodo-2,5-dihydro-1-phenyl-1H-pyrrole-2,5-dione

3,4-bis[5-(diethoxymethyl)fur-2-yl]-2,5-dihydro-1-phenyl-1H-pyrrole-2,5-dione

3,4-bis(2-hydroxyethylthio)-1-phenyl-1H-pyrrole-2,5-dione

lithium 2,3-bis-ethylsulfanyl-3-phenylcarbamoyl-acrylate