19171-27-8

Basic information

• Product Name: 2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione
• Synonyms: 3-Phthalimidopyridine; N-3-Pyridylphthalimide
• CAS NO: 19171-27-8
• Molecular Formula: C₁₃H₈N₂O₂
• Molecular Weight: 224.2148
• Mol File: 19171-27-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 417.8°C at 760 mmHg
• Flash Point: 206.5°C
• Density: 1.401g/cm³
• Vapor Pressure: 3.44E-07mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: 2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione(19171-27-8)
• EPA Substance Registry System: 2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione(19171-27-8)

Safety Data

• Hazardous Substances Data: 19171-27-8(Hazardous Substances Data)

Usage

General Description

2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione, also known as isatinpyridine, is a chemical compound with a molecular formula of C13H8N2O2. It is a heterocyclic compound that contains both a pyridine and an isoindole ring. Isatinpyridine is commonly used as a building block in organic synthesis and pharmaceutical research. It has been investigated for its potential therapeutic applications, including as an anti-cancer agent and in the treatment of neurodegenerative diseases. Its unique structure and reactivity make it a valuable component in the discovery of new drugs and materials. Isatinpyridine has also been studied for its potential use in fluorescent probes and organic electronics.

Upstream product

• 110-86-1 pyridine 
• 521-73-3 isoquinoline-1,3,4-trione 
• 462-08-8 pyridin-3-ylamine 
• 85-44-9 phthalic anhydride 
• 615-42-9 1,2-Diiodobenzene 
• 201230-82-2 carbon monoxide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 88-67-5 2-Iodobenzoic acid 
• 524-38-9 N-hydroxyphthalimide 
• 5672-90-2 N-(trifluoromethyl)acyloxyphthalimide 
• 3481-09-2 N-chlorophthalimide 

Downstream Products

• 1191083-49-4 [Au(PPh₃)(3-amino-N-phthalimidopyridine)](OTf) 

Relevant articles and documents

Syntheses, structural studies and spectroscopic characterisation of pyridyl-phthalimide complexes of fac-(CO)3ReI-diimines

The mono-dentate ligands, 3-aminomethyl-N-phthalimido-pyridine (L1) and 3-amino-N-phthalimido-pyridine (L2), were synthesised using a solvent-free melt method. These ligands were then used to access three pairs of functionalised lumi

Nitrogen-centered radical-mediated C-H imidation of arenes and heteroarenes via visible light induced photocatalysis

The C-H imidation of arenes and heteroarenes has been achieved via visible light induced photocatalysis. In the presence of an iridium(iii) photoredox catalyst, the reaction of aromatic substrates with N-chlorophthalimide furnishes the N-aryl products at room temperature through a nitrogen-centered radical mediated aromatic substitution.

Immobilized palladium metal containing ionic liquid catalyzed one step synthesis of isoindole-1,3-diones by carbonylative cyclization reaction

Immobilized palladium metal containing ionic liquid (ImmPd-IL) catalyzed carbonylative cyclization reaction of 2-iodobenzoic acid and primary amine provided N-substituted isoindole-1,3-dione derivatives in good to excellent yield. The influence of various reaction parameters including the effect of base, solvent, temperature, time and CO pressure on carbonylative cyclization reaction using ImmPd-IL catalyst was investigated. Using optimized reaction parameters different aromatic, aliphatic and heterocyclic N-substituted isoindole-1,3-dione derivatives were synthesized from corresponding aryl amines. The developed protocol is heterogeneous, phosphine free and requires attainable reaction conditions like atmospheric CO pressure and lesser reaction time. The scope of the developed protocol was also extended for the synthesis of N-substituted isoindole-1,3-diones from methyl-2-iodobenoate and 1,2-diiodo benzene. The ImmPd-IL catalyst was recyclable up to four consecutive cycles and recycled catalyst was characterized by XPS analysis.