2-Methyl-2-phenylsuccinimide

Base Information

• Chemical Name: 2-Methyl-2-phenylsuccinimide
• CAS No.: 1497-17-2
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2925190090
• European Community (EC) Number: 216-091-7
• UNII: 1X877DO1N9
• DSSTox Substance ID: DTXSID60933704
• Nikkaji Number: J206.699H
• Wikidata: Q27253025
• Mol file: 1497-17-2.mol

Synonyms:3,3-methylphenylsuccinimide;desmethylmethsuximide;N-desmethylmethsuximide

Chemical Property of 2-Methyl-2-phenylsuccinimide

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Melting Point: 83-85 °C(lit.)
• Boiling Point: 371.1°Cat760mmHg
• Flash Point: 165.3°C
• PSA: 46.17000
• Density: 1.179g/cm³
• LogP: 1.31960
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

Normesuximide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)NC1=O)C2=CC=CC=C2
• Uses: A metabolite of calcium channel succinimide antiepileptic drug Methsuximide. Anticonvulsant. A labelled metabolite of calcium channel succinimide antiepileptic drug Methsuximide. A metabolite of calcium channel succinimide antiepileptic drug Methsuximide.

Technology Process of 2-Methyl-2-phenylsuccinimide

There total 4 articles about 2-Methyl-2-phenylsuccinimide 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%

C18H17NO3 → 3-methyl-3-phenyl-pyrrolidine-2,5-dione (1497-17-2)

Guidance literature:

C₁₈H₁₇NO₃; With palladium on activated charcoal; hydrogen;

With triethylamine; α-bromoacetophenone;

DOI:10.1039/c9sc03175h

Reference yield: 70.0%

(+/-)-2-Methyl-2-phenylbutanedioic acid (14231-67-5,40508-13-2,57572-94-8,34862-03-8) → 3-methyl-3-phenyl-pyrrolidine-2,5-dione (1497-17-2)

Guidance literature:

With ammonium hydroxide; at 190 ℃; for 1.5h;

DOI:10.1002/ardp.201200092

Reference yield:

C19H21NO2 → 3-methyl-3-phenyl-pyrrolidine-2,5-dione (1497-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper (I) acetate; Bathocuproine; oxygen / toluene / 80 °C / 760.05 Torr

2: hydrogen; palladium on activated charcoal

With palladium on activated charcoal; Bathocuproine; hydrogen; oxygen; copper (I) acetate; In toluene;

DOI:10.1039/c9sc03175h

upstream raw materials:

(+/-)-2-Methyl-2-phenylbutanedioic acid

Downstream raw materials:

3-methyl-3,5-diphenyl-1,3-dihydropyrrol-2-one

methsuximide

Refernces

• 1、 -. "AMIDOALKYLPIPERAZINYL DERIVATIVES FOR THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES". Page/Page column 28; 29. . Retrieved 2013/03/26.
• 2、 Knabe,Koch. "Synthesis of the enantiomers of some disubstituted succinic imides". . p. 757 - 765. Retrieved 2007/10/07.