1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)-

Base Information

• Chemical Name: 1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)-
• CAS No.: 89068-54-2
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• ChEMBL ID: CHEMBL2270579
• DSSTox Substance ID: DTXSID50464032
• Nikkaji Number: J1.748.474E
• Wikidata: Q82289206
• Mol file: 89068-54-2.mol

Synonyms:1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)-;89068-54-2;CHEMBL2270579;SCHEMBL15849078;DTXSID50464032

Chemical Property of 1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C(=O)C(=C(C2=O)C)C

Technology Process of 1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)-

There total 11 articles about 1H-Pyrrole-2,5-dione, 3,4-dimethyl-1-(4-methylphenyl)- 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: 91.0%

2-methyl-butadienoic acid (18913-36-5) + 4-methylphenyl isocyanide (7175-47-5) → 3,4-dimethyl-1-p-tolyl-pyrrole-2,5-dione (89068-54-2)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; at 65 ℃; for 4h;

DOI:10.1021/jo702382h

Reference yield: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-Methyl-1-p-tolyl-4-(triphenyl-λ5-phosphanylidene)-pyrrolidine-2,5-dione (190728-72-4) → 3,4-dimethyl-1-p-tolyl-pyrrole-2,5-dione (89068-54-2)

Guidance literature:

In acetic acid; at 50 - 60 ℃; for 0.75h;

DOI:10.1055/s-2002-28519

Reference yield: 72.2%

→ 3,4-dimethyl-1-p-tolyl-pyrrole-2,5-dione (89068-54-2)

Guidance literature:

With acetic acid; Reflux;

upstream raw materials:

2,3-Dimethylmaleic anhydride

p-toluidine

formaldehyd

3-Methyl-1-p-tolyl-4-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione

Downstream raw materials:

2,3-Dimethylmaleic anhydride

Refernces

• 1、 Huang, Xian,Sha, Feng. "A novel three-component reaction of allenoates, isocyanides, and carboxylic acids: Facile synthesis of highly substituted acryl imide derivatives". . p. 1173 - 1175. Retrieved 2008/09/18.