35488-92-7

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Pyrrolidinedione, 1-(4-nitrophenyl)is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows it to be a versatile component in the creation of medicinal compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)is utilized as an intermediate in the production of agrochemicals, playing a role in the development of substances that can enhance crop protection and management.
Used in Organic Synthesis:
2,5-Pyrrolidinedione, 1-(4-nitrophenyl)serves as a building block in organic synthesis, where it is employed to construct more complex organic compounds for various applications, including but not limited to, the development of new materials and chemical products.

Upstream product

• 83-25-0 N-phenylmaleimide 
• 5502-63-6 p-nitrosuccinanilic acid 
• 110-15-6 succinic acid 
• 100-01-6 4-nitro-aniline 
• 7697-37-2 nitric acid 
• 108-30-5 succinic acid anhydride 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 4338-06-1 N-(4-nitrophenyl)maleimide 

Downstream Products

• 86396-56-7 methyl 4-((4-nitrophenyl)amino)-4-oxobutanoate 
• 34373-09-6 N-(4-amino-phenyl)-succinimide 
• 5415-22-5 4-((4-aminophenyl)amino)-4-oxobutanoic acid 
• 110-15-6 succinic acid 
• 106-50-3 1,4-phenylenediamine 

Relevant academic research and scientific papers

Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis

The carbon–carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle.

Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide

Herein, we report on the photoredox-initiated gold-mediated C(sp2)-CF3 and C(sp2)-N coupling reactions. By adopting gold as a platform for probing metallaphotoredox catalysis, we demonstrate that cationic gold(III) complexes are the key intermediates of the C-C and C-N coupling reactions. The high-valent gold(III) intermediates are accessed by virtue of photoredox catalysis through a radical chain process. In addition, the bond-forming step of the coupling reactions is the reductive elimination from cationic gold(III) intermediates, which is supported by isolation and crystallographic characterization of key Au(III) intermediates.

Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: Application to the synthesis of vernakalant

Ammonium persulfate-dimethyl sulfoxide (APS-DMSO) has been developed as an efficient and new dehydrating reagent for a convenient one-pot process for the synthesis of miscellaneous cyclic imides in high yields starting from readily available primary amines and cyclic anhydrides. A plausible radical mechanism involving DMSO has been proposed. The application of this facile one-pot imide forming process has been demonstrated for a practical synthesis of vernakalant.

A convenient one-pot synthesis of polysubstituted pyrroles from N-protected succinimides

The dienamine products formed by the reaction between polysubstituted succinimides and the Petasis reagent were subjected to isomerization under mild acidic conditions to give polysubstituted pyrroles in excellent yields (85-95%). The scope and limitations of this methodology are explored.

Anion recognition by N,N′-diarylalkanediamides

The preparation of N,N′-diarylalkanediamides from the respective aliphatic dicarboxylic acids and 4-nitroaniline via microwave-prompted reactions is presented. The most positive effect of microwave irradiation was observed for N,N′-bis(4-nitrophenyl)butanediamide. Anion binding studies on the obtained diamides were carried out in DMSO and acetonitrile using UV-vis and 1H NMR spectroscopy. A mechanism for selective fluoride recognition by N,N′-bis(4-nitrophenyl)butanediamide in DMSO is proposed.

Polyethylene glycol as a nonionic liquid solvent for the synthesis of N-alkyl and N-arylimides

Polyethylene glycol (PEG) an inexpensive, nontoxic, environmentally friendly reaction medium for the synthesis of N-alkyl and N-arylphthalimides to afford the corresponding adducts in excellent yields under mild reaction conditions. The use of PEG avoids the use of acidic or basic catalysts, and moreover PEG could be recovered and reused.

Substituent chemical shifts of N-arylsuccinanilic acids, N-arylsuccinimides, N-arylmaleanilic acids, and N-arylmaleimides

NMR spectra of a series of N-arylsuccinanilic acids, N-arylsuccinimides, N-arylmaleanilic acids, and N-arylmaleimides were examined to estimate the electronic effect of the amide and imide groups on the chemical shifts of the hydrogen and carbon nuclei of the benzene ring.

Docking and quantum mechanic studies on cholinesterases and their inhibitors

Docking studies and density functional theory (DFT) calculations were made for 88 N-aryl derivatives and for some acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) residues. Based on this information, some compounds were synthesized and tested