1-(4-Methylphenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(4-Methylphenyl)-1H-pyrrole-2,5-dione
• CAS No.: 25989-85-9
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.198
• European Community (EC) Number: 654-866-5
• NSC Number: 148146,13691
• UNII: LB7TXV3P6M
• DSSTox Substance ID: DTXSID10167512
• Nikkaji Number: J38.922F
• Wikidata: Q83036900
• ChEMBL ID: CHEMBL578795
• Mol file: 25989-85-9.mol

Synonyms:1631-28-3;1-(4-Methylphenyl)-1H-pyrrole-2,5-dione;p-Tolylmaleimide;N-(4-Methylphenyl)maleimide;N-p-Tolylmaleimide;1-(p-Tolyl)-1H-pyrrole-2,5-dione;MALEIMIDE, N-p-TOLYL-;N-(p-Methylphenyl)maleimide;1H-Pyrrole-2,5-dione, 1-(4-methylphenyl)-;p Tolylmaleimide;N,p-Tolylmaleimide;NSC 13691;IT 510;LB7TXV3P6M;N-(para-Tolyl)-maleimide;1-(4-methylphenyl)pyrrole-2,5-dione;BRN 0131320;1-(4-Methylphenyl)maleimide;AI3-32933;CHEMBL578795;MFCD00022581;NSC-13691;5-21-10-00016 (Beilstein Handbook Reference);1-(4-methylphenyl)-2,5-dihydro-1H-pyrrole-2,5-dione;1-(4-Methylphenyl)-1{H}-pyrrole-2,5-dione;1-(p-tolyl)-1H-pyrrole-2,5-dione;1-p-Tolyl-pyrrole-2,5-dione;pTolylmaleimide;N-4-Tolylmaleimide;Cyto8D6;UNII-LB7TXV3P6M;1H-Pyrrole-2,5-dione,1-(4-methylphenyl)-;WLN: T5VNVJ BR D1;SCHEMBL140025;DTXSID10167512;HMS1787F22;1-p-tolyl-1H-pyrrole-2,5-dione;N-(1-METHYLPHENYL)MALEIMIDE;NSC13691;BDBM50300315;CCG-48277;NSC148146;STK257434;AKOS000116623;1H-Pyrrole-2, 1-(4-methylphenyl)-;FS-1828;NSC-148146;LS-88703;CS-0106816;FT-0605752;EN300-03983;F73726;A882645;SR-01000637832-1;Z56753962;25989-85-9;LOQ

Chemical Property of 1-(4-Methylphenyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Boiling Point: 333.2 °C at 760 mmHg
• Flash Point: 154.2 °C
• Density: 1.277 g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C(=O)C=CC2=O

Technology Process of 1-(4-Methylphenyl)-1H-pyrrole-2,5-dione

There total 16 articles about 1-(4-Methylphenyl)-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%

4-methylmaleanilic acid (24870-11-9) → N-p-tolylphenylmaleimide (1631-28-3,25989-85-9)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In benzene; for 3h; Heating;

Reference yield: 93.0%

maleic anhydride (108-31-6) + p-toluidine (106-49-0,12221-03-3) → N-p-tolylphenylmaleimide (1631-28-3,25989-85-9)

Guidance literature:

maleic anhydride; p-toluidine; In tetrahydrofuran; at 20 ℃; for 0.25h;

With sodium acetate; acetic anhydride; for 0.5h; Microwave irradiation; Heating;

DOI:10.1016/j.tetlet.2010.02.092

Reference yield: 92.0%

3-p-tolylcarbamoyl-acrylic acid (37904-03-3) → N-p-tolylphenylmaleimide (1631-28-3,25989-85-9)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; dimethyl sulfate; In water; 1,2-dichloro-ethane; at 20 ℃; for 8h;

upstream raw materials:

3-p-tolylcarbamoyl-acrylic acid

maleic anhydride

p-toluidine

methanol

Downstream raw materials:

4,7-bis-benzo[1,3]dioxol-5-yl-1,3,9-trioxo-2-p-tolyl-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-benzo[e]isoindole-8-carboxylic acid ethyl ester

4,9-diphenyl-2-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione

6,7-dimethyl-2,4,9-tri-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione

2-Iminothiazolid-4-on-5-acet-(4-methylanilid)

Refernces

• 1、 Byrne, Andrew J.,Bright, Sandra A.,McKeown, James P.,O’brien, John E.,Twamley, Brendan,Fayne, Darren,Williams, D. Clive,Meegan, Mary J.. "Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma". . . Retrieved 2020/01/31.
• 2、 Sen, Chiranjit,Sarvaiya, Bhavesh,Sarkar, Souvik,Ghosh, Subhash Chandra. "Room-Temperature Synthesis of Isoindolone Spirosuccinimides: Merger of Visible-Light Photocatalysis and Cobalt-Catalyzed C-H Activation". . p. 15287 - 15304. Retrieved 2020/12/02.