2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]-
• CAS No.: 68388-09-0
• Molecular Formula: C11H8ClNO4
• Molecular Weight: 253.642
• DSSTox Substance ID: DTXSID60394513
• Nikkaji Number: J428.426G
• Mol file: 68388-09-0.mol

Synonyms:2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]-;68388-09-0;(2,5-dioxopyrrolidin-1-yl) 4-chlorobenzoate;2,5-DIOXOPYRROLIDIN-1-YL 4-CHLOROBENZOATE;1-{[(4-chlorophenyl)carbonyl]oxy}pyrrolidine-2,5-dione;Oprea1_004600;SCHEMBL7854466;DTXSID60394513;NWCJAIZMANMQOO-UHFFFAOYSA-N;STL185762;AKOS022061272;4-Chlorobenzoic acid succinimidyl ester;E86053;4-CHLORO-BENZOIC ACID 2,5-DIOXO-PYRROLIDIN-1-YL ESTER

Chemical Property of 2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 253.0141854
• Heavy Atom Count: 17
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]-

There total 7 articles about 2,5-Pyrrolidinedione, 1-[(4-chlorobenzoyl)oxy]- 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + para-Chlorobenzyl alcohol (873-76-7) → 4-chlorobenzoic acid N-hydroxysuccinimide ester (68388-09-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; benzoic acid; In ethyl acetate; for 0.5h; cooling;

DOI:10.1246/cl.2006.566

Reference yield: 97.0%

di(succinimido) carbonate (74124-79-1) + para-chlorobenzoic acid (74-11-3) → 4-chlorobenzoic acid N-hydroxysuccinimide ester (68388-09-0)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 93.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-chlorobenzaldehyde (104-88-1) → 4-chlorobenzoic acid N-hydroxysuccinimide ester (68388-09-0)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In ethyl acetate; at 20 - 70 ℃; for 12h; Reagent/catalyst; Time;

DOI:10.1002/anie.201205921

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

para-chlorobenzoic acid

1-Chloro-4-iodobenzene

carbon monoxide

Downstream raw materials:

N,N'-bis<6-(4-chlorobenzamido)hexanoyl>cystamine

9-(4-(4'-chlorobenzoylamino)hexyl)-9-azabicyclo[3.3.1]nonan-3α-yl 2-methoxy-5-methylphenylcarbamate

N,N'-bis<6-<(4-chlorobenzyl)amino>hex-1-yl>cystamine

2-(4-chlorobenzoylamino)-3-(1-methyloxindol-3-yl)propionic acid