1-Benzylpyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-Benzylpyrrolidine-2,5-dione
• CAS No.: 2142-06-5
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2925190090
• NSC Number: 25140
• DSSTox Substance ID: DTXSID00175686
• Nikkaji Number: J849.155K
• Wikidata: Q83046015
• ChEMBL ID: CHEMBL376592
• Mol file: 2142-06-5.mol

Synonyms:1-benzylpyrrolidine-2,5-dione;N-Benzylsuccinimide;2142-06-5;2,5-Pyrrolidinedione, 1-(phenylmethyl)-;N-Phenylmethyl succinimide;1-(Phenylmethyl)-2,5-pyrrolidinedione;MFCD00516834;BRN 0144476;AI3-02976;NSC25140;Succinimide, N-benzyl-;SCHEMBL290791;1-Benzyl-2,5-pyrrolidinedione;BDBM7815;CHEMBL376592;DTXSID00175686;1-Benzyl-2,5-pyrrolidinedione #;CAA14206;Pyrrolidine-2,5-dione, 1-benzyl-;NSC 25140;NSC-25140;STK008297;Succinimide, N-benzyl- (7CI,8CI);AKOS002845319;AS-19784;SY040448;LS-137711;Pyrrolidine-2,5-dione, 1-(phenylmethyl)-;CS-0137496;EN300-106483;Y10623;5-21-09-00449 (Beilstein Handbook Reference);A912417;W-204262

Chemical Property of 1-Benzylpyrrolidine-2,5-dione

Chemical Property:

• Vapor Pressure: 1.97E-06mmHg at 25°C
• Melting Point: 103°C
• Refractive Index: 1.5012 (estimate)
• Boiling Point: 394.5°C at 760 mmHg
• PKA: -1.37±0.20(Predicted)
• Flash Point: 194.1°C
• PSA: 37.38000
• Density: 1.252g/cm³
• LogP: 1.27350
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzyl-2,5-pyrrolidinedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)CC2=CC=CC=C2

Technology Process of 1-Benzylpyrrolidine-2,5-dione

There total 46 articles about 1-Benzylpyrrolidine-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: 97.0%

succinic acid anhydride (108-30-5) + benzylamine (100-46-9) → 1-(phenylmethyl)-2,5-pyrrolidinedione (2142-06-5)

Guidance literature:

In decaethylene glycol; at 120 ℃; for 3h;

DOI:10.1080/00397910802474966

Reference yield: 95.0%

succinic acid (110-15-6) + benzylamine (100-46-9) → 1-(phenylmethyl)-2,5-pyrrolidinedione (2142-06-5)

Guidance literature:

With niobium(V) oxide; In hexane; for 10h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201404538

Reference yield: 95.0%

Succinimide (123-56-8,89963-74-6) + benzyl chloride (100-44-7) → 1-(phenylmethyl)-2,5-pyrrolidinedione (2142-06-5)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 60 - 65 ℃; for 0.0666667h; Reagent/catalyst; Microwave irradiation; Green chemistry;

DOI:10.1016/j.crci.2015.02.004

upstream raw materials:

Succinimide

benzyl chloride

succinic acid N-(chloromethyl)imide

benzene

Downstream raw materials:

1-benzyl-5-hydroxy-5-(2-phenylethyl)pyrrolidin-2-one

1-benzyl-5-hydroxy-5-(3-phenylpropyl)pyrrolidin-2-one

N-benzylpyrrolidine

1-(4′-nitrobenzyl)pyrrolidine-2,5-dione

Refernces

• 1、 Kiyooka, Syun-Ichi,Takeshita, Yushi. "Iridium-catalyzed double incorporation reaction of N-benzylmaleimide to styrene via ortho-C-H bond activation, initiated by precoordination of the double bond of styrene to iridium". . p. 4279 - 4282. Retrieved 2005.
• 2、 -. "NOVEL UREA 6,7-DIHYDRO-4H-PYRAZOLO[4,3-C]PYRIDINES ACTIVE AGAINST THE HEPATITIS B VIRUS (HBV)". Page/Page column 33. . Retrieved 2020/05/29.
• 3、 -. "NOVEL INDOLE-2-CARBOXAMIDES ACTIVE AGAINST THE HEPATITIS B VIRUS (HBV)". Page/Page column 120. . Retrieved 2020/11/13.