16063-05-1

Basic information

• Product Name: 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one
• Synonyms: 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one
• CAS NO: 16063-05-1
• Molecular Formula: C₁₄H₈N₂O₄
• Molecular Weight: 268.22
• Mol File: 16063-05-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 190 °C
• Boiling Point: 428.7±24.0 °C(Predicted)
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 1.05±0.20(Predicted)
• CAS DataBase Reference: 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one(16063-05-1)
• EPA Substance Registry System: 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one(16063-05-1)

Safety Data

• Hazardous Substances Data: 16063-05-1(Hazardous Substances Data)

Usage

Class

Benzoxazinone derivatives

Functional group

Nitrophenyl group

Potential applications

Pharmaceuticals, agrochemicals, materials science

Possible properties

Biological activities

Usage

Building block in the synthesis of other organic compounds

Importance

Promising candidate for research and development in the chemical industry

Structural and physicochemical properties

Influence its potential applications and further research

Upstream product

• 118-92-3 anthranilic acid 
• 134-20-3 2-carbomethoxyaniline 
• 122-04-3 4-nitro-benzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 88-67-5 2-Iodobenzoic acid 
• 619-72-7 4-nitrobenzonitrile 
• 1613-76-9 4-nitrobenzohydroxamic acid 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 201230-82-2 carbon monoxide 
• 615-43-0 2-iodophenylamine 
• 93065-42-0 1-(4-nitrobenzoyl)-1H-indole-2,3-dione 
• 1446212-87-8 phenylglyoxylic acid 
• 91-56-5 indole-2,3-dione 
• 1742-15-0 N-(2-acetylphenyl)-4-nitrobenzamide 

Downstream Products

• 76244-64-9 3-(2-Amino-phenyl)-2-(4-nitro-phenyl)-3H-quinazolin-4-one 
• 88185-01-7 2-(4-nitrophenyl)-3,4-dihydro-5H-1,3,4-benzotriazepin-5-one 
• 51098-36-3 2-(4-nitrobenzoylamino)benzoylhydrazine 
• 63002-84-6 2-(4-Nitro-phenyl)-benzo[d][1,3]thiazine-4-thione 
• 63002-71-1 3-amino-2-(4-nitrophenyl)-quinazolin-4(3H)-one 
• 65847-33-8 6-(4-nitro-phenyl)-benzo[4,5]imidazo[1,2-c]quinazoline 
• 4765-59-7 2-(4-nitrophenyl)-4(3H)-quinazolinone 
• 36567-86-9 2-(4-nitrophenyl)-3-phenylquinazolin-4(3H)-one 
• 1001060-37-2 N-[2-(3H-imidazo[4,5-b]pyridin-2-yl)phenyl]-4-nitrobenzamide 
• 1001060-38-3 N-[2-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)phenyl]-4-nitrobenzamide 
• 83800-97-9 4-chloro-2-(4-nitrophenyl)quinazoline 

Relevant articles and documents

Synthesis and biological evaluation of certain 3-substituted benzylideneamino-2-(4-nitrophenyl)quinazolin-4(3H)-one derivatives

Certain new 3H-quinazolin-4-one Schiff's bases were synthesized and screened for their activities against ulcerative colitis "UC". Their activity against phospholipase A2 and protease enzymes was also investigated. Some compounds possessed remarkable effe

Direct synthesis of benzoxazinones via Cp*Co(III)-catalyzed C–H activation and annulation of sulfoxonium ylides with dioxazolones

A highly novel and direct synthesis of benzoxazinones was developed via Cp*Co(III)-catalyzed C–H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups. Starting from diverse readily available sulfoxonium ylides and dioxazolones, a variety of benzoxazinones could be synthesized in one step in 32%-75% yields.

Recyclable Heterogeneous Palladium-Catalyzed Cyclocarbonylation of 2-Iodoanilines with Acyl Chlorides in the Biomass-Derived Solvent 2-Methyltetrahydrofuran

A highly efficient, green palladium-catalyzed cyclocarbonylation of 2-iodoanilines with acyl chlorides has been developed that proceeds smoothly in a biomass-derived solvent 2-methyltetrahydrofuran with N,N-diisopropylethylamine as base at 100 °C under 20 bar of carbon monoxide using an 2-aminoethylamino-modified MCM-41-anchored palladium acetate complex [2N-MCM-41-Pd(OAc)2] as a heterogeneous catalyst, yielding a wide variety of 2-substituted 4H-3,1-benzoxazin-4-one derivatives in good to excellent yields. This supported palladium catalyst could be facilely obtained by a two-step procedure from easily available starting materials and readily recovered via a simple filtration process and recycled at least 8 times without any apparent decrease in catalytic efficiency. The developed methodology not only avoids the use of toxic solvents such as tetrahydrofuran and dimethylformamide but also solves the basic problem of expensive palladium catalyst recovery and reuse and prevents effectively palladium contamination of the desired product.