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Usage

Uses

Used in Pharmaceutical Industry:
Benzothiazole, 2-(phenylmethyl)(9CI) is used as a building block for the development of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into drug molecules, potentially enhancing their therapeutic properties and effectiveness.
Used in Agricultural Chemicals Industry:
In the agricultural chemicals industry, Benzothiazole, 2-(phenylmethyl)(9CI) is utilized as a component in the synthesis of various agrochemicals. Its versatility enables it to be a key part of the development of new and improved products for crop protection and other agricultural applications.
Used in Rubber Industry:
Benzothiazole, 2-(phenylmethyl)(9CI) is employed in the rubber industry as a component in the production of various rubber materials. Its properties can contribute to the improvement of rubber's performance, durability, and other characteristics.
Used in Research and Development:
Benzothiazole, 2-(phenylmethyl)(9CI) is also used in research and development for the exploration of new chemical reactions and the synthesis of novel organic compounds. Its unique structure and properties make it a valuable tool for scientists and researchers in the chemical industry.
Used in Dye Manufacturing:
Benzothiazole, 2-(phenylmethyl)(9CI) is utilized in the manufacturing of dyes, where its chemical properties can contribute to the development of new and improved dyes with enhanced color and performance characteristics.
Used as an Intermediate in Organic Synthesis:
Finally, Benzothiazole, 2-(phenylmethyl)(9CI) serves as an intermediate in organic synthesis, where it can be used to produce a wide range of organic compounds for various applications across different industries.

InChI:InChI=1/C14H11NS/c1-2-6-11(7-3-1)10-14-15-12-8-4-5-9-13(12)16-14/h1-9H,10H2

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 103-80-0 phenylacetyl chloride 
• 164408-46-2 2-methylthio-N-triphenylphosphoranylideneaniline 
• 15520-32-8 isopropoxide 
• 190384-94-2 2-(α-chlorobenzyl)-1,3-benzothiazole 
• 615-22-5 2-methylmercaptobenzothiazole 
• 62673-31-8 benzyl(bromo)zinc 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 140-29-4 phenylacetonitrile 
• 103-82-2 phenylacetic acid 
• 329937-74-8 N-(2-iodophenyl)-2-phenylacetamide 
• 95-16-9 1,3-Benzothiazole 
• 13326-10-8 benzyl methyl carbonate 
• 1224508-04-6 C₁₄H₁₂INS 

Downstream Products

• 38285-66-4 3-hydroxy-2,4-diphenyl-benzo[4,5]thiazolo[3,2-a]pyridin-1-one 
• 16622-37-0 2-benzyl-3-methyl-benzothiazolium; toluene-4-sulfonate 
• 16622-21-2 2-benzyl-3-methyl-benzothiazolium; iodide 
• 344754-03-6 C₂₉H₂₂N₂S₂ 
• 74655-81-5 4-Benzothiazol-2-yl-3,4-diphenyl-butyronitrile 
• 343820-54-2 3-(Benzothiazol-2-yl-phenyl-methyl)-cyclohexanone 
• 32137-74-9 2-benzothiazol 
• 22841-77-6 2-(α-hydroxybenzyl)-1,3-benzothiazole 
• 111259-61-1 1-methyl-2-(1-phenylethyl)benzothiazole 
• 101345-81-7 2-Benzyl-2-(2-methyl-allyl)-2,3-dihydro-benzothiazole 
• 91258-41-2 C₄₄H₅₂N₂S₂ 
• 132607-23-9 syn-2-(2-benzothiazolyl)phenylmethyl cyclohexanol 
• 132607-23-9 anti-2-(2-benzothiazolyl)phenylmethyl cyclohexanol 
• 101345-77-1 2-Benzyl-2-(1-methyl-allyl)-2,3-dihydro-benzothiazole 

Relevant academic research and scientific papers

Piezochromic luminescence behaviors of two new benzothiazole-enamido boron difluoride complexes: Intra- and inter-molecular effects induced by hydrostatic compression

Two new propeller-shaped benzothiazole-enamide boron difluoride complexes exhibiting piezochromic luminescence upon mechanical grinding or hydrostatic compression were prepared. The two analogues displayed the red shift in luminescence under high pressure, while compound 2 with ICT effects showed a more sensitive piezochromic response at low pressure (1.5 GPa). The different piezochromic luminescence behaviors of these compounds were investigated. This journal is

S 8-Mediated Cyclization of Bis(2-aminophenyl) Disulfide/Diselenide with Arylacetylenes/Styrenes: Access to 2-(Arylmethyl)-1,3-benzothiazoles/benzoselenazoles

A novel S8-mediated approach to benzothiazoles/benzoselenazoles from bis(2-aminophenyl) disulfides/diselenides and phenylacetylenes or styrenes has been developed. 2-(Arylmethyl)-1,3-benzoselenazoles were comprehensively synthesized for the first time. The reactions proceeded in moderate to excellent yields, and with a gramscale application.

Iodine-promoted ring-opening methylation of benzothiazoles with dimethyl sulfite

A halogen-bond promoted ring-opening methylation of benzothiazoles has been developed using dimethyl sulphite as a methylating reagent in the presence of a base. This approach represents a simple and efficient synthesis ofN-methyl-N-(o-methylthio)phenyl amides, and features direct construction of both N-Me and S-Me bonds in a one-pot reaction through the decomposition of easily prepared benzothiazoles.

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.

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.

Ultrasound-assisted efficient and green synthesis of 2-substituted benzothiazoles under solvent-free condition using recyclable sulfated tungstate

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the synthesis of 2-substituted benzothiazoles. The corresponding benzothiazoles were obtained using a condensation reaction of 2-aminothiophenol with various aldehydes under ultrasound irradiation at room temperature. Various functional groups on the 2-aminothiophenol as well as on the aldehydes were tolerated to provide 2-substituted benzothiazoles derivatives in excellent yields. The faster reaction rate, solvent-free or mild reaction conditions, wide functional group compatibility, excellent yields, easy work-up procedure, and excellent catalyst recyclability are the advantages of this protocol. These advantages make this process more practicable, cost-effective, and environmentally benign.

Fast and high-efficiency synthesis of 2-substituted benzothiazoles via combining enzyme catalysis and photoredox catalysis in one-pot

An efficient and green method, combining enzymatic and visible-light catalysis for synthesis of the widely applicable 2-substituted benzothiazoles, has been developed. This method features a relay catalysis protocol consisting of biocatalytic promiscuity

Elemental Sulfur-Promoted Benzoxazole/Benzothiazole Formation Using a C=C Double Bond as a One-Carbon Donator

An efficient method to assemble diverse benzoxazoles/benzothiazoles in good yields was developed via oxidative cyclization with 2-aminothiophenols or 2-iodoanilines as raw materials. In this protocol, elemental sulfur was used as the effective oxidant and C atoms on the C=C double bond were introduced as a one-carbon donator.

One-pot synthesis of 2-acylbenzothiazoles from 2-aminobenzenethiols and arylacetonitriles via cyclization and sequential oxidation

An efficient one-pot method to access 2-acylbenzothiazoles via AlCl3-mediated cyclization reaction and I2-promoted sequential oxidation reaction of 2-aminobenzenethiols with arylacetonitriles was developed. This reaction proceeds smoothly with a wide range of arylacetonitriles containing different functional groups to give the corresponding products in moderate to good yields under mild conditions. Moreover, this reaction was conveniently conducted on a gram scale, and the yield is still up to 68%.

C2-arylacylation of 2H-benzothiazoles with methyl arenes via Selectfluor oxidation

An efficient Selectfluor-oxidative protocol was developed for the direct C2-arylacylation of 2H-benzothiazoles via the radical reaction of 2H-benzothiazoles with methyl arenes. Selectfluor can effectively promote the oxidative cross-coupling without an ex