1-(o-Tolyl)pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-(o-Tolyl)pyrrolidine-2,5-dione
• CAS No.: 70290-53-8
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• European Community (EC) Number: 661-303-7
• DSSTox Substance ID: DTXSID80404426
• Nikkaji Number: J884.203E
• Wikidata: Q82208621
• Mol file: 70290-53-8.mol

Synonyms:70290-53-8;1-(o-Tolyl)pyrrolidine-2,5-dione;2,5-Pyrrolidinedione, 1-(2-methylphenyl)-;1-(2-methylphenyl)pyrrolidine-2,5-dione;N-(O-TOLYL)SUCCINIMIDE;N-(o-tolyl) succinimide;SCHEMBL6025147;DTXSID80404426;AKOS002845291

Chemical Property of 1-(o-Tolyl)pyrrolidine-2,5-dione

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1N2C(=O)CCC2=O

Technology Process of 1-(o-Tolyl)pyrrolidine-2,5-dione

There total 13 articles about 1-(o-Tolyl)pyrrolidine-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: 78.0%

succinic acid anhydride (108-30-5) + o-toluidine (95-53-4) → N-(o-tolyl)succinimide (70290-53-8)

Guidance literature:

at 185 ℃; for 3h;

DOI:10.1002/jlac.198519850712

Reference yield: 20.0%

Succinimide (123-56-8,89963-74-6) + 2-Methylphenylboronic acid (16419-60-6) → N-(o-tolyl)succinimide (70290-53-8)

Guidance literature:

With copper diacetate; air; In methanol; Heating;

DOI:10.1055/s-2004-820059

Reference yield:

N,N'-di-o-tolyl-succinamide (153614-78-9) → N-(o-tolyl)succinimide (70290-53-8) + o-toluidine (95-53-4)

Guidance literature:

upstream raw materials:

succinic acid anhydride

o-toluidine

N,N'-di-o-tolyl-succinamide

succinic acid

Downstream raw materials:

<2-(2,5-Dioxo-1-pyrrolidinyl)benzyl>phosphonsaeure-diethylester

<2-(2,5-Dioxo-1-pyrrolidinyl)benzyl>triphenylphosphoniumbromid

1,2-dihydro-3H-pyrrolo<1,2-a>indol-3-one

5-thioxo-1-o-tolyl-pyrrolidin-2-one

Refernces

• 1、 Patil, Sambhaji V.,Mahale, Keshao A.,Gosavi, Kirankumar S.,Deshmukh, Ganesh B.,Patil, Nilesh S.. "Solvent-mediated one-pot synthesis of cyclic N-Substituted imides". . p. 314 - 320. Retrieved 2013/07/26.
• 2、 Lan, Jing-Bo,Zhang, Guo-Lin,Yu, Xiao-Qi,You, Jing-Song,Chen, Li,Yan, Mei,Xie, Ru-Gang. "A simple copper salt catalyzed N-arylation of amines, amides, imides, and sulfonamides with arylboronic acids". . p. 1095 - 1097. Retrieved 2007/10/03.