3383-43-5

Usage

Uses

Used in Organic Synthesis:
3-(4-Nitrophenyl)-3-oxopropanenitrile is used as a key intermediate in organic synthesis for its ability to participate in a variety of chemical reactions, contributing to the creation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 3-(4-Nitrophenyl)-3-oxopropanenitrile is used as a starting material for the synthesis of various drugs, leveraging its reactivity to form the desired medicinal compounds.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 3-(4-Nitrophenyl)-3-oxopropanenitrile is employed as a precursor in the synthesis of different agrochemicals, such as pesticides and herbicides, due to its capacity to undergo multiple chemical transformations.
Used in Research Applications:
3-(4-Nitrophenyl)-3-oxopropanenitrile is also utilized in research settings, where its properties are studied and harnessed to advance the understanding of chemical reactions and the development of new synthetic pathways.

InChI:InChI=1/C9H6N2O3/c10-6-5-9(12)7-1-3-8(4-2-7)11(13)14/h1-4H,5H2

Upstream product

• 133550-24-0 tert-butyl (Z)-2-cyano-3-hydroxy-3-(4-nitrophenyl)-2-propenoate 
• 143-33-9 sodium cyanide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 122-04-3 4-nitro-benzoyl chloride 
• 372-09-8 cyanoacetic acid 
• 99-81-0 4-Nitrophenacyl bromide 
• 876-27-7 4-chlorophenyl acetate 
• 71312-64-6 β-hydroxy-4-nitrobenzenepropanenitrile 
• 3672-49-9 phenyl(5-phenyl-1,2-oxazol-3-yl)methanone 
• 57-12-5 cyanide^(1-) 
• 13138-21-1 diazoacetonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 62-23-7 4-nitro-benzoic acid 
• 2888-10-0 β-Chlor-p-nitro-zimtaldehyd 

Downstream Products

• 78583-83-2 5-amino-3-(4-nitrophenyl)-1H-pyrazole 
• 119162-48-0 5-amino-3-(4-nitrophenyl)isoxazole 
• 90417-69-9 3-(4-nitro-phenyl)-3-oxo-propionic acid amide 
• 133550-25-1 (E)-3-(3,4-Dihydroxy-phenyl)-2-(4-nitro-benzoyl)-acrylonitrile 
• 356779-32-3 1-(4-tolyl)-3-(4-nitrophenyl)-5-aminopyrazole 
• 757248-86-5 1-(4-nitrophenyl)-2-(tetrazol-5-yl)ethanone 
• 13288-83-0 5-(4-amino-phenyl)-2-phenyl-2H-pyrazol-3-ylamine 
• 19541-69-6 5-(4-amino-phenyl)-2-pyridin-2-yl-2H-pyrazol-3-ylamine 

Relevant academic research and scientific papers

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4- b]pyridines

Malaria remains one of the most deadly infectious diseases, causing hundreds of thousands of deaths each year, primarily in young children and pregnant mothers. Here, we report the discovery and derivatization of a series of pyrazolo[3,4-b]pyridines targeting Plasmodium falciparum, the deadliest species of the malaria parasite. Hit compounds in this series display sub-micromolar in vitro activity against the intraerythrocytic stage of the parasite as well as little to no toxicity against the human fibroblast BJ and liver HepG2 cell lines. In addition, our hit compounds show good activity against the liver stage of the parasite but little activity against the gametocyte stage. Parasitological profiles, including rate of killing, docking, and molecular dynamics studies, suggest that our compounds may target the Qo binding site of cytochrome bc1.

Imidazolium-Based Ionic Network as a Robust Heterogeneous Catalyst in Synthesis of Phenacyl Derivatives

A new imidazolium-based poly(ionic liquid) has been synthesized and used as a robust heterogeneous catalyst for the preparation of phenacyl derivatives by an SN2 reaction of different phenacyl bromides with a broad range of nucleophiles. The products are obtained in high yields under mild conditions. The catalyst can be recycled efficiently.

Method for preparing ketone nitrile by using metalloporphyrin polymer for catalytic coupling of aromatic alcohol and acetonitrile

The invention discloses a method for preparing ketone nitrile by using a metalloporphyrin polymer for catalytic coupling of aromatic alcohol and acetonitrile. The porous polymeric metalloporphyrin having a high poriform structure and a specific surface area and connected by a nitrogen-containing bridge bond and containing 2 coordination metal ions is selected as a catalyst, and aromatic alcohol and acetonitrile are subjected to catalytic oxidation coupling under mild condition to obtain the corresponding ketone nitrile product. The catalyst amount is less, and the catalysis effect is good. Thecatalyst is un-dissolved and un-decomposed in a reaction system, multitime cycle usage is realized, a reaction conversion rate is high, and the selectivity is good.

One-pot dichlorinative deamidation of primary β-ketoamides

An approach to the dichlorinative deamidation of primary β-ketoamides through ketonic cleavage is described, and a series of α,α-dichloroketones were furnished mostly in the presence of TEMPO. Based on control experiments, a mechanism involving tandem dichlorination and deamidation is proposed to interpret the observed reactivity.

Integration of aqueous biphasic with magnetically recyclable systems: Polyethylene glycol-grafted Fe3O4 nanoparticles catalyzed phenacyl synthesis in water

The present work trends to define an efficient phenacyl catalytic synthesis method employing a new nano-magnetite-supported organocatalyst. Polyethylene glycol (PEG) was bonded successfully onto silica coated ferrite and the resultant nanoparticles (PEG@SiO2@Fe3O4) characterized by fourier transform infrared spectroscopy (FT-IR), atomic force microscopy (AFM), thermal gravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray analysis (EDAX) and X-ray diffraction (XRD) that exhibited a good catalytic activity in the reaction. The nanoparticles could be easily separated from the reaction mixture by an external magnet and reused in seven reaction cycles without significant loss of activity.

A new strategy for synthesis of 9-benzoyl-4-methylpyrano[2,3-f]chromene-2,8-dione using L-proline as a novel and efficient catalyst

We report the high yield synthesis of novel 9-benzoyl-4-methylpyrano[2,3-f]chromene-2,8-dione derivatives obtained by the reaction of 8-formyl-7-hydroxy-4-methylcoumarin with various active methylene compounds. A mechanism of the tandem Knoevenagel condensation and cyclisation reaction is proposed. Structures of all compounds were elucidated on the basis of 1H and 13C NMR, and mass spectrometry, and elemental analysis.

Specific 1,2-Hydride Shift in the Boron Trifluoride Catalyzed Reactions of Aromatic Aldehydes with Diazoacetonitrile: Simple Synthesis of β-Ketonitriles

A series of β-ketonitriles was synthesized within 30 min under mild conditions through the BF3 ·OEt2-catalyzed addition reactions of diazoacetonitrile to aromatic aldehydes and subsequent 1,2-hydride shift. This method is advantageous in that it is operationally simple, mild and metal-free conditions are used, the substrate scope is wide, and the products are obtained in moderate to high yields (up to 81 %). Additionally, γ,δ-unsaturated β-ketonitriles are also accessible by this method by using cinnamaldehydes.

Synthesis, characterization and application of β-cyclodextrin-silica nanocomposite as potential microvessel in nucleophilic substitution reaction of phenacyl halides

In the present study, β-cyclodextrin-silica hybrid is synthesized as a novel, efficient and eco-friendly microvessel and solid-liquid phase-transfer catalyst. This molecular host system was applied for nucleophilic substitution reaction of phenacyl halide

PYRAZOLE COMPOUNDS AND THIAZOLE COMPOUNDS AS PROTEIN KINASES INHIBITORS

A compound of formula (I): wherein A, B, D, X, Y, R1, R2, R3, m, p, and q are defined herein. Also disclosed is a method for inhibiting FMS-like tyrosine kinase 3, aurora kinase, or vascular endothelial growth factor receptor.