1-(3-bromophenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(3-bromophenyl)-1H-pyrrole-2,5-dione
• CAS No.: 53534-14-8
• Molecular Formula: C10H6BrNO2
• Molecular Weight: 252.067
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID30351774
• Nikkaji Number: J801.085D
• Wikidata: Q82128472
• ChEMBL ID: CHEMBL583957
• Mol file: 53534-14-8.mol

Synonyms:1-(3-bromophenyl)-1H-pyrrole-2,5-dione;53534-14-8;1-(3-bromophenyl)pyrrole-2,5-dione;N-(3-Bromophenyl)maleimide;1-(3-Bromophenyl)-2,5-Dihydro-1H-Pyrrole-2,5-Dione;CHEMBL583957;Cyto8B11;CBMicro_044659;1-(3-Bromophenyl)maleimide;SCHEMBL2277684;DTXSID30351774;KJJYDECLTBAKCK-UHFFFAOYSA-N;BDBM50300334;MFCD00175233;STK247057;AKOS000184009;AC-6286;1-(3-bromo-phenyl)-pyrrole-2,5-dione;AS-63893;PD135219;BIM-0044547.P001;CS-0179865;FT-0605607;A26913

Chemical Property of 1-(3-bromophenyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 1.31E-05mmHg at 25°C
• Melting Point: 114-116 °C
• Refractive Index: 1.659
• Boiling Point: 368 °C at 760 mmHg
• PKA: -1.97±0.20(Predicted)
• Flash Point: 176.4 °C
• PSA: 37.38000
• Density: 1.721 g/cm³
• LogP: 1.94350
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 250.95819
• Heavy Atom Count: 14
• Complexity: 283

Purity/Quality:

98%Min ^*data from raw suppliers

1-(3-Bromophenyl)pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)N2C(=O)C=CC2=O
• Uses: N-(3-Bromophenyl)maleimide is used as pharmaceutical intermediates.

Technology Process of 1-(3-bromophenyl)-1H-pyrrole-2,5-dione

There total 4 articles about 1-(3-bromophenyl)-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:

maleic anhydride (108-31-6) + m-Bromoaniline (591-19-5) → N-(3-bromophenyl)maleimide (53534-14-8)

Guidance literature:

maleic anhydride; m-Bromoaniline; In diethyl ether; at 20 ℃;

With sodium acetate; acetic anhydride; at 120 ℃;

DOI:10.1016/j.bmcl.2010.03.040

Reference yield:

(Z)-3-(3-Bromo-phenylcarbamoyl)-acrylic acid (59652-96-9) → N-(3-bromophenyl)maleimide (53534-14-8)

Guidance literature:

With acetic anhydride; for 4h; Heating;

DOI:10.1055/s-2003-40523

Reference yield:

m-Bromoaniline (591-19-5) → N-(3-bromophenyl)maleimide (53534-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h / 20 °C

2: sodium acetate; acetic anhydride / 1 h / 80 °C

With sodium acetate; acetic anhydride; In diethyl ether;

DOI:10.1039/c8nj00476e

upstream raw materials:

(Z)-3-(3-Bromo-phenylcarbamoyl)-acrylic acid

maleic anhydride

m-Bromoaniline

3-(3-bromo-phenylcarbamoyl)-acrylic acid

Downstream raw materials:

C₄₁H₂₈BrNO₃

C₃₉H₂₂BrCl₂NO₃

C₄₁H₂₈BrNO₅

C₃₉H₂₂BrN₃O₇

Refernces

• 1、 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". . p. 5540 - 5549. Retrieved 2019/01/03.
• 2、 Chen, Hai-Jun,Liu, Yong,Wang, Li-Na,Shen, Qiang,Li, Jia,Nan, Fa-Jun. "Discovery and structural optimization of pyrazole derivatives as novel inhibitors of Cdc25B". scheme or table. p. 2876 - 2879. Retrieved 2010/07/04.