2-(m-Chlorophenyl)succinimide

Base Information

• Chemical Name: 2-(m-Chlorophenyl)succinimide
• CAS No.: 74208-83-6
• Molecular Formula: C10H8 Cl N O2
• Molecular Weight: 209.632
• DSSTox Substance ID: DTXSID20995686
• Nikkaji Number: J90.577A
• Mol file: 74208-83-6.mol

Synonyms:2-(m-Chlorophenyl)succinimide;74208-83-6;BRN 1457285;3-(3-Chlorophenyl)-2,5-pyrrolidinedione;2,5-Pyrrolidinedione, 3-(3-chlorophenyl)-;Succinimide, 2-(m-chlorophenyl)-;3-(3-chlorophenyl)pyrrolidine-2,5-dione;DTXSID20995686;LS-147549;2,5-Pyrrolidinedione, 3-(3-chlorophenyl)- (9CI);3-(3-Chlorophenyl)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-one

Chemical Property of 2-(m-Chlorophenyl)succinimide

Chemical Property:

• Vapor Pressure: 6.62E-07mmHg at 25°C
• Boiling Point: 409.2°C at 760 mmHg
• Flash Point: 201.3°C
• PSA: 49.66000
• Density: 1.362g/cm³
• LogP: 1.74600
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

N-(3-CHLOROPHENYL)-SUCCINIMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)NC1=O)C2=CC(=CC=C2)Cl

Technology Process of 2-(m-Chlorophenyl)succinimide

There total 5 articles about 2-(m-Chlorophenyl)succinimide 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: 55.0%

2-(3-chlorophenyl)succinic acid (66041-28-9) → 3-(3-chlorophenyl)pyrrolidine-2,5-dione (74208-83-6)

Guidance literature:

With urea; In 5,5-dimethyl-1,3-cyclohexadiene; Reflux;

DOI:10.1016/j.bmc.2013.11.011

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 3-(3-chlorophenyl)pyrrolidine-2,5-dione (74208-83-6)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / toluene / 5 h / Reflux; Dean-Stark

2: water; ethanol / 70 °C

3: hydrogenchloride; water / Reflux

4: urea / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

With piperidine; hydrogenchloride; water; urea; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water; toluene; 1: |Knoevenagel Condensation / 2: |Michael Addition;

DOI:10.1016/j.bmc.2013.11.011

Reference yield:

3-(3-Chloro-phenyl)-3-cyano-propionic acid ethyl ester (40877-44-9) → 3-(3-chlorophenyl)pyrrolidine-2,5-dione (74208-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / Reflux

2: urea / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

With hydrogenchloride; water; urea; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.bmc.2013.11.011

upstream raw materials:

2-(3-chlorophenyl)succinic acid

m-Chlorobenzaldehyde

diethyl m-chlorobenzylidenemalonate

3-(3-Chloro-phenyl)-3-cyano-propionic acid ethyl ester

Downstream raw materials:

N-[{4-(3-methylphenyl)-piperazin-1-yl}-methyl]-3-(3-chlorophenyl)-pyrrolidine-2,5-dione

N-[{4-(4-chlorophenyl)-piperazin-1-yl}-methyl]-3-(3-chlorophenyl)-pyrrolidine-2,5-dione

N-[{4-(2-chlorophenyl)-piperazin-1-yl}-methyl]-3-(3-chlorophenyl)-pyrrolidine-2,5-dione

N-[{4-(2-methoxyphenyl)-piperazin-1-yl}-methyl]-3-(3-chlorophenyl)-pyrrolidine-2,5-dione