883-93-2

Usage

Uses

Used in Environmental Monitoring:
2-Phenylbenzothiazole is used as a contaminant indicator in environmental studies, particularly for monitoring water and sediment quality in sedimentation ponds. Its detection in these environments helps assess the presence of pollutants and the effectiveness of wastewater treatment processes.
Used in Chemical Research:
2-Phenylbenzothiazole serves as a valuable compound in chemical research, where it can be utilized to study the properties and reactions of benzothiazoles and their derivatives. This knowledge can contribute to the development of new materials, pharmaceuticals, and other applications.
Used in Industrial Applications:
Although not explicitly mentioned in the provided materials, 2-Phenylbenzothiazole may also have potential uses in various industrial applications, such as in the synthesis of dyes, pigments, or as intermediates in the production of other organic compounds. Its specific role in these industries would depend on the requirements and properties needed for the end product.

InChI:InChI=1/C13H9NS/c1-2-6-10(7-3-1)13-14-11-8-4-5-9-12(11)15-13/h1-9H

Upstream product

• 95-16-9 1,3-Benzothiazole 
• 98-88-4 benzoyl chloride 
• 98-87-3 benzylidene dichloride 
• 98370-54-8 zinc 2-aminobenzenethiolate 
• 93-98-1 N-phenyl benzoyl amide 
• 51942-32-6 2-(benzoylamino)-1-(methylthio)benzene 
• 67-56-1 methanol 
• 31230-83-8 2-Phenylbenzothiazolin 
• 74-88-4 methyl iodide 
• 6270-76-4 2-methyl-2-phenyl-2,3-dihydrobenzo[d]thiazole 
• 64-17-5 ethanol 
• 758640-21-0 N-Benzylaniline 
• 17435-12-0 N,N-Diphenylthiobenzamid 
• 1047-61-6 1-thiobenzoyloxy-2-(N-benzoylamino)benzene 

Downstream Products

• 2783-66-6 1-methyl-2-phenylbenzothiazolium iodide 
• 77333-67-6 6-bromo-2-phenylbenzo[d]thiazole 
• 38338-23-7 6-nitro-2-phenyl-benzothiazole 
• 137-07-5 2-amino-benzenethiol 
• 65-85-0 benzoic acid 
• 67362-98-5 2-([1,1′-biphenyl]-4-yl)benzo[d]thiazole 
• 91258-40-1 C₄₂H₄₈N₂S₂ 
• 79091-78-4 3-ethoxy-4-phenyl-2,3-dihydro-1,5-benzothiazepine 
• 83463-85-8 4-ethoxy-3-methyl-2-phenylquinoline 
• 83463-84-7 3-ethoxy-4-methyl-2-phenylquinoline 
• 83463-81-4 3-ethoxy-2-methyl-4-phenyl-1,5-benzothiazepine 
• 83463-82-5 2-ethoxy-3-methyl-4-phenyl-1,5-benzothiazepine 
• 83463-83-6 4-ethoxy-3-methyl-2-phenyl-1,5-benzothiazepine 
• 83463-80-3 3-ethoxy-2-phenylquinoline 

Relevant academic research and scientific papers

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

Synthesis of 2-Arylbenzothiazoles from Nitrobenzenes, Benzylamines, and Elemental Sulfur via Redox Cyclization

A sustainable advanced synthetic method was developed based on redox cyclization for the synthesis of 2-arylbenzothiazoles in good to excellent yields from readily available nitrobenzenes, benzylamines, and elemental sulfur without the use of transition-metal catalysts. This method is remarkable: nitro group reduction, a benzylamine redox reaction, sulfuration, condensation, and cyclization, all proceed in a single step to generate a heterocycle. It is also highly atom-economical and does not require any external oxidizing or reducing agents.

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.

KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles

An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.

Preparation method of benzothiazole phosphate compound

The invention discloses a preparation method of a benzothiazole phosphate compound. Under the irradiation of visible light, N-(2-bromophenyl) alkyl thioamide such as N-(2-bromophenyl) alkyl thioamide derivatives and the like are used as raw materials, sodium phosphate is used as alkali, a series of 2-substituted alkyl benzothiazole derivatives are smoothly synthesized, and further, under the irradiation of visible light, the benzothiazole phosphate compound is prepared through reaction with diethyl phosphate, and the benzothiazole phosphate compound has the calcium antagonist capability.

Method for preparing biphenyl benzothiazole compound

The invention discloses a preparation method of a biphenyl benzothiazole compound. N-(2-bromophenyl) alkyl thioamide such as an N-(2-bromophenyl) alkyl thioamide derivative is used as a raw material, sodium phosphate is used as alkali, the biphenyl benzothiazole compound is prepared through a one-pot method, the reaction is carried out under visible light irradiation, metal ions disclosed in the prior art are not needed, and the reaction yield is high.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water

Herein, a borax–mediated convenient and efficient strategy for the synthesis of prominent structurally diverse N, S-heterocycles such as quinazolin-4(3H)-one, benzothiadiazine 1,1-dioxide, benzothioazole, and benzoxazoles from readily available 2-aminobenzamide/2-aminobenzenesulfonamide/2-aminothiophenol/2-aminophenol with α,α,α-trihalotoluenes at 100 ℃ in water is elaborated. Upon using aldehydes instead of α,α,α-trihalotoluenes, the reactions proceed through domino fashion under the catalytic effect borax to yield 2,3-dihydroquinazolin-4(1H)-one, 3,4-dihydrothiadiazine 1,1-dioxide, and benzothiazoles in one-pot at 60 ℃. The advantages of this protocol are practical simplicity, large substrate scope, moderate to excellent yields, and the use of water as the solvent.

ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles

The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.

Heterocyclic reaction inducted by Br?nsted–Lewis dual acidic Hf-MOF under microwave irradiation

Use of green chemistry and alternative strategies has been explored to prepare diverse organic derivatives. The combination between heterogeneous catalyst, environmentally benign reaction and high-yielding methods is gaining momentum. Herein, a defective 6-connected Hf-MOF, named Hf-BTC, was efficiently synthesized and characterized for the heterogeneous catalysis under microwave irradiation. The MOF features including structural defect, porosity, acidity, and stability was analyzed by powder X-ray diffraction, N2 sorption isotherms, acid-base titration, and thermal gravimetric analysis. In the catalytic studies, the Br?nsted-Lewis dual acidic Hf-BTC was efficiently applied for the synthesis of the heterocyclic compounds via the microwave-assisted cycloaddition and condensation reactions. The reactions proceeded smoothly in the presence of the Hf-MOF with a broad scope of substrates provided the expected products in high to excellent yields (up to 99 %) for few minutes and the catalyst could be easily recycle over many consecutive reactions without loss of its reactivity and structure.