2,5-Pyrrolidinedione, 3-methylene-1-(4-methylphenyl)-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 3-methylene-1-(4-methylphenyl)-
• CAS No.: 74216-90-3
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• DSSTox Substance ID: DTXSID70423742
• Nikkaji Number: J1.787.178A
• Mol file: 74216-90-3.mol

Synonyms:74216-90-3;2,5-Pyrrolidinedione, 3-methylene-1-(4-methylphenyl)-;3-methylidene-1-(4-methylphenyl)pyrrolidine-2,5-dione;N-p-Tolylmethylenesuccinimide;N-p-Tolylitaconimide;n-(4-tolyl)itaconimide;SCHEMBL2983688;DTXSID70423742;CFKWVBVWGCLNHU-UHFFFAOYSA-N;STL582142;AKOS005157418

Chemical Property of 2,5-Pyrrolidinedione, 3-methylene-1-(4-methylphenyl)-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2,5-Pyrrolidinedione, 3-methylene-1-(4-methylphenyl)-

There total 3 articles about 2,5-Pyrrolidinedione, 3-methylene-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:

itaconic acid anhydride (2170-03-8) + p-toluidine (106-49-0,12221-03-3) → N-p-tolylmethylsuccinimide (74216-90-3)

Guidance literature:

With acetic acid; In diethyl ether; Reflux;

DOI:10.2174/1573406412666160229150833

Reference yield:

4-methylmaleanilic acid (24870-11-9) → N-p-tolylmethylsuccinimide (74216-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Ac₂O; NaOAc / 2 h / 70 °C

2: acetic acid / 0.5 h / 20 °C

3: 11.04 g / acetic acid / 1 h / Heating

With sodium acetate; acetic anhydride; In acetic acid;

DOI:10.1055/s-2002-28519

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-p-tolyl-3-(triphenyl-λ5-phosphanylidene)-pyrrolidine-2,5-dione (81189-49-3) → 3-methyl-1-(p-tolyl)-1H-pyrrole-2,5-dione (3120-12-5) + N-p-tolylmethylsuccinimide (74216-90-3)

Guidance literature:

In acetic acid; for 1h; Heating;

DOI:10.1055/s-2002-28519

upstream raw materials:

formaldehyd

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

4-methylmaleanilic acid

itaconic acid anhydride