1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione
• CAS No.: 79252-84-9
• Molecular Formula: C10H9 N O3
• Molecular Weight: 191.18
• Hs Code.: 2925190090
• European Community (EC) Number: 873-448-5
• DSSTox Substance ID: DTXSID00229592
• Nikkaji Number: J996.493B
• Wikidata: Q83109892
• Mol file: 79252-84-9.mol

Synonyms:1-(2-hydroxyphenyl)pyrrolidine-2,5-dione;79252-84-9;N-(2-Hydroxyphenyl)succinimide;1-(2-Hydroxyphenyl)-2,5-pyrrolidinedione;2,5-Pyrrolidinedione, 1-(2-hydroxyphenyl)-;Oprea1_357479;Oprea1_811358;SCHEMBL3361338;DTXSID00229592;MFCD00461771;STL387498;AKOS002305812;BS-25938;LS-137692;1-(2-Hydroxyphenyl);pyrrolidine-2,5-dione;CS-0207429;EN300-36636;A864889;Z57188185

Chemical Property of 1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione

Chemical Property:

• Vapor Pressure: 1.31E-08mmHg at 25°C
• Boiling Point: 447.1°C at 760 mmHg
• PKA: 8.51±0.35(Predicted)
• Flash Point: 224.2°C
• PSA: 57.61000
• Density: 1.412g/cm³
• LogP: 1.11060
• Storage Temp.: 2-8°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)C2=CC=CC=C2O

Technology Process of 1-(2-Hydroxyphenyl)pyrrolidine-2,5-dione

There total 2 articles about 1-(2-Hydroxyphenyl)pyrrolidine-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: 89.0%

N-phenylmaleimide (83-25-0) → 1-(2-hydroxyphenyl)pyrrolidine-2,5-dione (79252-84-9)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; ammonium peroxydisulfate; In trifluoroacetic acid; at 80 ℃; for 15h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.8b02899

Reference yield:

aniline (62-53-3) → 1-(2-hydroxyphenyl)pyrrolidine-2,5-dione (79252-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 2 h / Heating; Inert atmosphere

2: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; ammonium peroxydisulfate / trifluoroacetic acid / 15 h / 80 °C / Schlenk technique; Inert atmosphere

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; ammonium peroxydisulfate; In water; trifluoroacetic acid;

DOI:10.1021/acs.joc.8b02899

Reference yield: 75.0%

1-(2-hydroxyphenyl)pyrrolidine-2,5-dione (79252-84-9) + dimethylamino sulfonyl chloride (13360-57-1) → C12H14N2O5S (1263387-21-8)

Guidance literature:

1-(2-hydroxyphenyl)pyrrolidine-2,5-dione; With sodium hydride; In 1,2-dimethoxyethane; mineral oil; at 0 ℃; for 0.333333h;

dimethylamino sulfonyl chloride; In 1,2-dimethoxyethane; mineral oil; at 0 - 20 ℃; for 11h;

DOI:10.1021/jo1024464

upstream raw materials:

N-phenylmaleimide

aniline

Downstream raw materials:

C₁₂H₁₄N₂O₅S

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