75458-16-1

Usage

Molecular structure

2-(4-chloro-2-nitrophenyl)-1H-isoindole-1,3(2H)-dione has a complex molecular structure with a core isoindole ring and a substituted phenyl ring attached to it.

Physical appearance

It is a yellow crystalline solid, which gives it a distinct appearance.

Solubility

At room temperature, 2-(4-chloro-2-nitrophenyl)-1H-isoindole-1,3(2H)-dione is insoluble in water but soluble in organic solvents, which affects its handling and processing.

Industrial application

2-(4-chloro-2-nitrophenyl)-1H-isoindole-1,3(2H)-dione is mainly used in the pharmaceutical industry as a raw material for the synthesis of various drugs.

Intermediate in drug production

Its structure and properties make it a valuable intermediate for the production of a wide range of pharmaceuticals, including antiviral and antibacterial agents.

Health and safety risks

It is important to handle 2-(4-chloro-2-nitrophenyl)-1H-isoindole-1,3(2H)-dione with caution, as it may pose health and safety risks if not properly managed and used.

Upstream product

• 85-44-9 phthalic anhydride 
• 89-63-4 4-Chloro-2-nitroaniline 

Downstream Products

• 75458-17-2 5-Choro-2-phthalimidoaniline 
• 75458-18-3 5-Chlor-2-phthalimidoazidobenzene 
• 75458-15-0 1-azido-2,5-dichlorobenzene 
• 17537-17-6 2-azido-4-chlorobenzenamine 

Relevant academic research and scientific papers

Evidence against the Intramolecular Cyclization of o-Azidobenzenediazonium Ions

The question regarding the possibility that o-azidobenzenediazonium ions might cyclize to give pentaaza analogues of benzotropylium ions was investigated experimentally.Samples of 4-chloro-2-azidobenzenediazonium ion (5) and 5-chloro-2-azidobenzenediazonium ion (6) were prepared separately by diazotization of the corresponding chloroazidoanilines and were treated subsequently with cuprous chloride.From each of these Sandmeyer reactions only the unrearranged product was obtained: 2,5-dichloroazidobenzene from 5 and 2,4-dichloroazidobenzene from 6.The absence of detectable amounts of crossover products in both reactions (within the limits of detection of about 5-10percent) demonstrates that the conversions of ions 5 and 6 to the hypothetical benzotropylium-like cyclized ion 7 are not kinetically significant processes.The failure of this type of cyclization is attributed to a high energy barrier for the reorganization of the 12?-electron system in ions 5 and 6 to the 10?-electron system in ion 7.

Process for the production of cyclic carboxylic acid imides

In a process for reacting an aromatic or hydroaromatic alicyclic or heterocyclic dicarboxylic acid or its anhydride with an aliphatic or aromatic alicyclic or heterocyclic mono- or di-amine to produce an N-substituted dicarboxylic acid imide with a splitting off of water, the improvement of carrying out the reaction in a liquid solvent mixture consisting essentially of a non-polar organic solvent and a strongly polar organic solvent which together form a ternary azeotrope with water at reaction temperatures between about 40°C. and 160°C. The imide products are generally known for use as intermediates and final products in a number of industries.