92148-95-3

Usage

Uses

Used in Research and Development:
N-(4-Methoxyphenyl)benzo[d]oxazol-2-aMine is used as a fluorescent labeling agent for imaging applications in research and development. Its fluorescent properties allow for the tracking and visualization of specific molecules or cellular structures, aiding in the study of biological processes and mechanisms.
Used as a Biological Probe:
Due to its unique structure and properties, N-(4-Methoxyphenyl)benzo[d]oxazol-2-aMine is used as a biological probe in the study of molecular interactions and the development of new pharmaceuticals. Its ability to bind to specific targets makes it a valuable tool in drug discovery and the investigation of biological systems.
Used in Pharmaceutical Development:
N-(4-Methoxyphenyl)benzo[d]oxazol-2-aMine has been studied for its potential use in the development of pharmaceuticals. Its unique structure and properties may contribute to the creation of new drugs with specific therapeutic effects.
Used in Organic Synthesis:
N-(4-Methoxyphenyl)benzo[d]oxazol-2-aMine is also utilized in the synthesis of various organic compounds due to its unique structure and properties. Its versatility in chemical reactions makes it an important building block in the creation of new organic molecules for various applications.

Upstream product

• 615-18-9 2-chloro-1,3-benzoxazole 
• 104-94-9 4-methoxy-aniline 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 13673-62-6 2-methylsulfanyl-benzoxazole 
• 95-55-6 2-amino-phenol 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 14223-47-3 4-methoxyphenyl isoselenocyanate 
• 75-15-0 carbon disulfide 
• 101121-94-2 N-(2-hydroxy-phenyl)-N',N''-bis-(4-methoxy-phenyl)-guanidine 
• 2382-96-9 2-sulfanyl-1,3-benzoxazole 
• 1056477-06-5 2-bromocyclohexanone 
• 1566-42-3 p-anisidine urea 
• 108-94-1 cyclohexanone 
• 34956-06-4 methyl N-(4-methoxyphenyl)dithiocarbamate 

Relevant academic research and scientific papers

Microwave-assisted hydrogen peroxide-mediated synthesis of benzoxazoles and related heterocycles via cyclodesulfurization

A novel approach has been developed to construct benzoxazoles and similar N- and S-containing heterocycles from their corresponding isothiocyanates and o-substituted anilines via cyclodesulfurization. The reaction was found to proceed via in situ formatio

Environment-friendly and efficient synthesis of 2-aminobenzo-xazoles and 2-aminobenzothiazoles catalyzed by: Vitreoscilla hemoglobin incorporating a cobalt porphyrin cofactor

In this study, an environment-friendly and efficient artificial Vitreoscilla hemoglobin (VHb) for the synthesis of 2-aminobenzoxazoles and 2-aminobenzothiazoles has been reported. We demonstrate an expression-based porphyrin substitution strategy to produce VHb containing cobalt porphyrin instead of native hemin, which can catalyze the oxidative cyclization of corresponding 2-aminobenzoxazoles and 2-aminobenthiazoles with up to 97% yield and 4850 catalytic turnovers in water under aerobic conditions. Hence, we provide a green and mild method for the synthesis of 2-aminobenzoxazoles and 2-aminobenzothiazoles. In addition, we indicate the value of porphyrin ligand substitution as a strategy to tune and enhance the catalytic properties of hemoproteins in non-natural reactions.

Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous mediaviatandem addition-cyclization

An electrochemical synthesis of 2-aminobenzoxazoles from 2-aminophenols and isothiocyanates was successfully developed in a one-pot fashion. Using inexpensive and widely available NaI and NaCl co-operatively in catalytic amounts, our electrosynthesis approach provided various 2-aminobenzoxazole products in moderate to high yields in an open-flask type undivided cell without using any external supporting electrolyte and base. The protocol can be applied to the synthesis of 2-aminobenzothiazoles from the corresponding 2-thiophenols in moderate yields. This protocol has many benefits. It is metal-free and highly scalable and uses inexpensive mediators and EtOH/water as an environmentally friendly solvent under mild conditions.

A Cu2O/TBAB-promoted approach to synthesize heteroaromatic 2-Amines: Via one-pot cyclization of aryl isothiocyanates with ortho-substituted amines in water

An efficient approach to synthesize heteroaromatic 2-Amines from one-pot desulfurization/dehydrogenative cyclization of aryl isothiocyanates with ortho-substituted amines in water was developed. This approach tolerated a wide range of functional groups on

Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O2 Activation by Cobalt(II)

An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spect

One-pot reaction for the synthesis of N-substituted 2-aminobenzoxazoles using triphenylbismuth dichloride as cyclodesulfurization reagent

The treatment of various 2-aminophenols with isothiocyanates afforded thioureas, which were reacted in situ with triphenylbismuth dichloride in the presence of triethylamine to give the expected N-substituted benzoxazol-2-amines in good to excellent yields. Triphenylbismuth dichloride promoted the successful cyclodesulfurization of thioureas with short reaction times under mild reaction conditions. This reaction is the first example of the synthesis of heterocyclic rings using a pentavalent organobismuth reagent.

Iodide catalyzed synthesis of 2-aminobenzoxazoles via oxidative cyclodesulfurization of phenolic thioureas with hydrogen peroxide

A convenient and efficient oxidative cyclodesulfurization of o-phenolic thioureas to 2-aminobenzoxazoles employing TBAI (tetrabutylammonium iodide)/H2O2 catalyst/reagent system is reported. The protocol utilizes and offers a number o

A segmented flow platform for on-demand medicinal chemistry and compound synthesis in oscillating droplets

We report an automated flow chemistry platform that can efficiently perform a wide range of chemistries, including single/multi-phase and single/multi-step, with a reaction volume of just 14 μL. The breadth of compatible chemistries is successfully demonstrated and the desired products are characterized, isolated, and collected online by preparative HPLC/MS/ELSD.

A new NBS/oxone promoted one pot cascade synthesis of 2-aminobenzimidazoles/2-aminobenzoxazoles: A facile approach

A new strategy for the synthesis of 2-aminobenzimidazoles via a reaction of α-halogenated cyclohexanone with guanidine is reported. It provides a facile N-bromosuccinimide (NBS) mediated transition metal free, sustainable path for the synthesis of 2-substituted azoles. NBS along with the oxone promotes in situ halogenation of cyclohexanone, which in turn, when allowed to react with guanidine, afforded 2-aminobenzimidazoles (2-ABI). This eco-friendly protocol provides a competent laboratory synthesis method associated with significant advantages such as greater selectivity, cost-efficiency, mild reaction conditions, absence of chromatographic purification, clean reaction profile, and a simple work-up procedure to furnish high yields. The structures of all the synthesized compounds were confirmed on the basis of IR, 1H and 13C NMR, mass spectrometry, and elemental analyses data. In addition, we have also extended the scope of this strategy for obtaining 2-amino substituted benzoxazoles.

Visible-light-promoted cyclodesulfurization of phenolic thioureas: An organophotoredox catalytic approach to 2-aminobenzoxazoles

A facile and efficient one-pot operation for the photo-oxidative cyclodesulfurization of o-phenolic thioureas to afford 2-aminobenzoxazoles is reported. The protocol could be executed under visible light irradiation employing eosin Y as an organophotoredo