2,5-Pyrrolidinedione, 3-methylene-1-phenyl-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 3-methylene-1-phenyl-
• CAS No.: 34105-39-0
• Molecular Formula: C11H9 N O2
• Molecular Weight: 187.198
• DSSTox Substance ID: DTXSID60187700
• Nikkaji Number: J740.100K
• Wikidata: Q83059412
• Mol file: 34105-39-0.mol

Synonyms:34105-39-0;3-methylidene-1-phenylpyrrolidine-2,5-dione;2,5-Pyrrolidinedione, 3-methylene-1-phenyl-;3-methylene-1-phenyldihydro-1H-pyrrole-2,5-dione;n-phenylitaconimide;SCHEMBL225820;DTXSID60187700;JLLCBHHFPWVBQP-UHFFFAOYSA-N;AKOS005157459;3-methylene-1-phenylazolidine-2,5-dione;3-Methylene-1-phenylpyrrolidine-2,5-dione

Chemical Property of 2,5-Pyrrolidinedione, 3-methylene-1-phenyl-

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Pyrrolidinedione, 3-methylene-1-phenyl-

There total 11 articles about 2,5-Pyrrolidinedione, 3-methylene-1-phenyl- 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: 63.0%

itaconic acid anhydride (2170-03-8) + aniline (62-53-3) → N-phenylitaconimide (34105-39-0)

Guidance literature:

itaconic acid anhydride; aniline; In diethyl ether; dichloromethane; for 5h; Inert atmosphere;

With sodium acetate; acetic anhydride; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151063

Reference yield: 59.0%

itaconic acid mono-anilide (34105-38-9) → N-phenylitaconimide (34105-39-0)

Guidance literature:

With sodium acetate; acetic anhydride; at 100 ℃;

DOI:10.1016/S0040-4020(01)80020-X

Reference yield: 56.0%

maleiimide (541-59-3,25721-74-8) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → N-phenylitaconimide (34105-39-0)

Guidance literature:

With triphenylphosphine; In acetic acid; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.9b00627

upstream raw materials:

N-phenyl-maleimide

N-(trimethylsilylmethyl)pyridinium triflate

7-Phenyl-2,3,7-triazabicyclo<3.3.0>oct-2-ene-6,8-dione

itaconic acid mono-anilide

Downstream raw materials:

Ethyl 6,8-dioxo-7-phenyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene-3-carboxylate

7-phenyl-1,2,7-triazaspiro[4.4]non-1-ene-6,8-dione

3-(tert-butylthiomethyl)-1-phenylpyrrolidine-2,5-dione