66387-70-0

Basic information

• Product Name: 6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one
• Synonyms: 6-Bromo-2-phenyl-benzo[d][1,3]oxazin-4-one
• CAS NO: 66387-70-0
• Molecular Formula: C₁₄H₈BrNO₂
• Molecular Weight: 302.1228
• Mol File: 66387-70-0.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 405.9°C at 760 mmHg
• Flash Point: 199.3°C
• Density: 1.56g/cm³
• Vapor Pressure: 8.48E-07mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one(66387-70-0)
• EPA Substance Registry System: 6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one(66387-70-0)

Safety Data

• Hazardous Substances Data: 66387-70-0(Hazardous Substances Data)

Usage

General Description

6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one is a chemical compound with the molecular formula C13H8BrNO2. It is a benzoxazinone derivative and has a bromine atom attached to the sixth position of the benzene ring. 6-bromo-2-phenyl-4H-3,1-benzoxazin-4-one has potential applications in pharmaceutical and medicinal chemistry due to its structural features, which may allow for the development of new drugs or pharmacologically active molecules. It is also of interest to researchers in the field of organic synthesis due to its unique structure and reactivity. Additionally, the presence of the bromine atom in the molecule may allow for its use in various types of chemical transformations and reactions.

Upstream product

• 495-18-1 Benzohydroxamic acid 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 66416-72-6 4-bromo-2-iodoaniline 
• 98-88-4 benzoyl chloride 
• 118-92-3 anthranilic acid 
• 189635-01-6 N-(4-bromo-2-cyanophenyl)benzamide 
• 878133-05-2 N-(4-bromo-2-iodophenyl)-2,2,2-trifluoroacetamide 
• 536-74-3 phenylacetylene 
• 1385659-98-2 N-(4-bromo-2-(phenylethynyl)phenyl)-2,2,2-trifluoroacetamide 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 35082-17-8 1-(4-bromophenyl)-2-(1-phenylethylidene)hydrazine 
• 98-86-2 acetophenone 

Downstream Products

• 612526-96-2 4-bromo-2-(thiophen-2-ylcarbonyl)-N-benzoyl-aniline 
• 612526-98-4 bis-(thien-2-yl)-[5-bromo-2-(N-benzoyl-amino)phenyl]methanol 
• 1256947-81-5 C₂₁H₁₅BrN₄O₂ 
• 1256947-94-0 C₂₁H₁₃BrN₄O 
• 449196-36-5 4-[(6-bromo-2-phenylquinazoline-4-yl)amino]benzoic acid 
• 1332259-67-2 4-[(6-bromo-2-phenylquinazoline-4-yl)amino]benzohydrazide 
• 1332259-69-4 potassium 2-({4-[(6-bromo-2-phenylquinazoline-4-yl)amino]phenyl}carbonyl)hydrazine carbodithioic acid 
• 412923-42-3 6-bromo-4-chloro-2-phenyl-quinazoline 

Relevant articles and documents

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.

Palladium (0)-catalyzed C(sp2)-H oxygenation with carboxylic acids

Palladium (0)-catalyzed Ortho-benzoxylation of the sp2 C–H bond of arylbenzoxazinones with carboxylic acid is reported. With benzoxazinone as directing group, the reaction went smoothly under the benign condition and gave the desired product wi

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.