23256-83-9

Usage

Chemical structure

1-(2-nitrophenyl)-2-pyrrolidone is an organic compound consisting of a nitrophenyl group and a pyrrolidone ring.

Functional groups

The compound contains a nitro group (-NO2) attached to the phenyl ring and a pyrrolidone ring, which is a five-membered ring with a carbonyl group and four methylene groups.

Molecular weight

Approximately 214.20 g/mol

Appearance

The compound is typically a pale yellow to off-white solid.

Solubility

1-(2-nitrophenyl)-2-pyrrolidone is soluble in organic solvents such as ethanol, methanol, and acetone.

Reactivity

The compound is known for its reactivity, particularly due to the presence of the nitro group and the carbonyl group in the pyrrolidone ring.

Synthesis

It is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals.

Intermediate

The compound is also used as an intermediate in the production of dyes, pigments, and other organic compounds.

Industrial applications

1-(2-nitrophenyl)-2-pyrrolidone has applications in the manufacturing of polymers and other industrial products.

Safety

As with any chemical, proper handling and storage are essential to minimize risks. It is important to follow safety guidelines and regulations when working with 1-(2-nitrophenyl)-2-pyrrolidone.

Upstream product

• 616-45-5 2-pyrrolidinon 
• 609-73-4 o-nitroiodobenzene 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 7724-48-3 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole 

Relevant academic research and scientific papers

A direct, regioselective palladium-catalyzed synthesis of N-substituted benzimidazoles and imidazopyridines

Unsymmetric, N-substituted benzimidazoles and imidazopyridines can be prepared directly from 2-halonitroarenes and amides through Pd(TFA) 2/(R)-BINAP-catalyzed cross-coupling and subsequent reductive aminocyclization. This sequence can be conducted by a one-pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles. Unsymmetrical, N-substituted benzimidazoles can be prepared directly from 2-halonitroarenes and amides through Pd(TFA)2/(R)-BINAP-catalyzed cross-coupling and subsequent reductive aminocyclization.This sequence can be conducted by a one-pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles. Copyright

Amino acid-mediated Goldberg reactions between amides and aryl iodides

A highly general, experimentally simple, and inexpensive catalyst system was developed for the amidation of aryl iodides by using 5mol% of CuI as catalyst, 20mol% of an amino acid as ligand, and K3PO4 as base.

Direkte N-Arylierung von Amiden: Eine Verbesserung der Goldberg-Reaktion

The copper-catalyzed N-arylation of amides, the Goldberg reaction, usually requires drastic reaction conditions and produces only moderate yields of the desired products.Much better results can be achieved by modifying the reaction conditions.We used copper on silica as a catalyst and potassium acetate as a base and continuously removed the resulting acetic acid from the reaction mixture.In this way we gained high, in some cases nearly quantitative yields of the arylated or heteroarylated products.