1-(2-Chlorophenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(2-Chlorophenyl)-1H-pyrrole-2,5-dione
• CAS No.: 1203-24-3
• Molecular Formula: C10H6ClNO2
• Molecular Weight: 207.616
• Hs Code.: 2925190090
• European Community (EC) Number: 214-869-0
• DSSTox Substance ID: DTXSID40152794
• Nikkaji Number: J37.056H
• Wikidata: Q83019537
• ChEMBL ID: CHEMBL565700
• Mol file: 1203-24-3.mol

Synonyms:1-(2-Chlorophenyl)-1H-pyrrole-2,5-dione;1203-24-3;N-(2-Chlorophenyl)maleimide;O-Chphm;1-(2-chlorophenyl)pyrrole-2,5-dione;o-Chlorophenylmaleimide;N-o-Chlorophenylmaleimide;N-(2-Chlorophenyl)-maleimide;1H-Pyrrole-2,5-dione, 1-(2-chlorophenyl)-;EINECS 214-869-0;MALEIMIDE, N-(o-CHLOROPHENYL)-;BRN 0145894;1-(2-Chloro-phenyl)-pyrrole-2,5-dione;1-(2-chlorophenyl)-2,5-dihydro-1H-pyrrole-2,5-dione;AI3-28671;CHEMBL565700;MFCD00022562;1-(2-Chloro-phenyl)pyrrole-2,5-dione;Cyto8F7;1H-Pyrrole-2,5-dione, 1-(chlorophenyl)-;1H-Pyrrole-2,5-dione,1-(2-chlorophenyl)-;SCHEMBL58050;1-(2-Chlorophenyl)maleimide;N-(o-chlorophenyl) maleimide;N-(2-Chlorophenyl)maleinimide;KPQOXMCRYWDRSB-UHFFFAOYSA-;DTXSID40152794;BDBM50300330;GEO-02892;STK098903;AKOS000116699;2-Methyl-2-(2-nitrophenoxy)propanoicacid;LS-01961;LS-88676;CS-0307639;FT-0633477;EN300-03887;Z56755406

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

Chemical Property:

• Vapor Pressure: 0.000177mmHg at 25°C
• Melting Point: 108-110?°C(lit.)
• Refractive Index: 1.639
• Boiling Point: 329.5 °C at 760 mmHg
• Flash Point: 153.1 °C
• PSA: 37.38000
• Density: 1.459 g/cm³
• LogP: 1.83440
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.0087061
• Heavy Atom Count: 14
• Complexity: 283

Purity/Quality:

98%min ^*data from raw suppliers

1-(2-Chlorophenyl)-1H-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 7 articles about 1-(2-Chlorophenyl)-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: 100.0%

(2-chlorophenyl)maleamic acid (53616-16-3) → N-(2-chlorophenyl)maleimide (1203-24-3)

Guidance literature:

With sulfuric acid; In dimethyl sulfoxide; toluene; Heating;

DOI:10.1021/jp9905474

Reference yield: 30.0%

maleic anhydride (108-31-6) + o-chloroaniline (95-51-2) → N-(2-chlorophenyl)maleimide (1203-24-3)

Guidance literature:

maleic anhydride; o-chloroaniline; In toluene; for 16h; Reflux;

With sodium acetate; acetic anhydride; at 100 ℃; for 0.5h;

DOI:10.1002/anie.201700520

Reference yield:

3-(2-chloro-phenylcarbamoyl)acrylic acid → N-(2-chlorophenyl)maleimide (1203-24-3)

Guidance literature:

With sulfuric acid; In dimethyl sulfoxide; toluene; for 4h; Heating;

DOI:10.1021/jp002811v

upstream raw materials:

(2-chlorophenyl)maleamic acid

methanol

o-chloroaniline

maleic anhydride

Downstream raw materials:

C₂₇H₁₈ClNO₅

Refernces

• 1、 Li, Shanshan,Song, Gao,Wang, Liang-Liang,Weng, Zhiying,Xu, Guowei,Yang, Weimin,Yang, Yanming,Yang, Yaqing,Zhang, Jiajun,Zuo, Zhili. "The discovery, design and synthesis of potent agonists of adenylyl cyclase type 2 by virtual screening combining biological evaluation". supporting information. . Retrieved 2020/02/27.
• 2、 Sun, Han,Horatscheck, André,Martos, Vera,Bartetzko, Max,Uhrig, Ulrike,Lentz, Dieter,Schmieder, Peter,Nazaré, Marc. "Direct Experimental Evidence for Halogen–Aryl π Interactions in Solution from Molecular Torsion Balances". supporting information. p. 6454 - 6458. Retrieved 2017/05/29.