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Usage

Uses

Used in Textile Industry:
2-(O-TOLYL)BENZOTHIAZOLE is used as a fluorescent brightener to enhance the appearance of textiles, providing them with a brighter and more vibrant look.
Used in Plastics Industry:
In the plastics industry, 2-(O-TOLYL)BENZOTHIAZOLE serves as a fluorescent brightener, improving the visual appeal of plastic products by making them appear more luminous and attractive.
Used as an Intermediate in Organic Synthesis:
2-(O-TOLYL)BENZOTHIAZOLE is utilized as an intermediate in the synthesis of other organic compounds, contributing to the development of new chemical products and materials.

InChI:InChI=1/C14H11NS/c1-10-6-2-3-7-11(10)14-15-12-8-4-5-9-13(12)16-14/h2-9H,1H3

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 137-07-5 2-amino-benzenethiol 
• 118-90-1 ortho-methylbenzoic acid 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 89-92-9 2-methylbenzyl bromide 
• 1246887-38-6 N-(2-bromophenyl)-2-methylbenzothioamide 
• 1246887-31-9 C₁₄H₁₂ClNS 
• 95-16-9 1,3-Benzothiazole 
• 16419-60-6 2-Methylphenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 933-88-0 ortho-toluoyl chloride 
• 305858-45-1 N-(2-iodophenyl)-2-methylbenzamide 
• 609-73-4 o-nitroiodobenzene 
• 50684-47-4 2-methyl-thiobenzoic acid 

Downstream Products

• 1454287-64-9 (2-(benzo[d]thiazol-2-yl)-3-methylphenyl)(phenyl)methanone 
• 1242299-59-7 C₁₄H₁₀BrNS 
• 1440999-76-7 2-(benzo[d]thiazol-2-yl)-3-methylphenyl acetate 
• 1440999-99-4 2-(benzo[d]thiazol-2-yl)-3-methylphenyl pivalate 
• 590369-34-9 di(thiocyanato-N)tetrakis(2-(2'-tolyl)-benzothiazole)nickel(II) 
• 212520-27-9 Cu(C₈H₇O₂)2(C₇H₄NSC₆H₄CH₃)2 

Relevant academic research and scientific papers

Reversible conversion of valence-tautomeric copper metal-organic frameworks dependent single-crystal-to-single-crystal oxidation/reduction: A redox-switchable catalyst for C-H bonds activation reaction

Upon single-crystal-to-single-crystal (SCSC) oxidation/reduction, reversible structural transformations take place between the anionic porous zeolite-like CuI framework and a topologically equivalent neutral CuICuII mixed-valent framework. The unique conversion behavior of the CuI framework endowed it as a redox-switchable catalyst for the direct arylation of heterocycle C-H bonds.

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

Synthesis of benzothiazoles using fluorescein as an efficient photocatalyst under visible light

This work reports a novel and efficient method for the synthesis of benzothiazoles using 2-aminothiophenol derivatives in conjunction with aromatic aldehyde as starting materials via visible-light-induced condensation cyclization. Utilizing fluorescein as the photocatalyst and blue LED lamp as the light source, the reaction proceeds in the presence of a molecular oxygen atmosphere without the need for metal catalyst or an additional oxidant. Significantly, this method exhibits good tolerance in substrates, and a variety of 2-aminothiophenol derivatives and aromatic aldehyde are amenable to producing the corresponding benzothiazoles in high to excellent yields.

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.

Method for preparing benzothiazole compound from visible light promoted N-(2-bromophenyl) thioamide

The invention discloses a method for preparing a benzothiazole compound from N-(2-bromophenyl) thioamide under the promotion of visible light. Specifically, under the protection of inert gas, according to the molar ratio of N-(2-bromophenyl) thioamide to inorganic base being 1: 0.5, reactants are added into a reaction container provided with a stirring device, then dimethyl sulfoxide is added, and stirring reaction is carried out for 2-24 hours at room temperature under the irradiation of visible light to obtain the benzothiazole compound. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) thioamide are realized. In addition, the benzothiazole compound can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the benzothiazole compound.

Method for catalytically synthesizing benzothiazole compound by using copper complex

The invention relates to a method for catalytically synthesizing benzothiazole compounds by using a copper complex, which is characterized in that a copper complex containing ortho-carborane Schiff base ligand is used as a catalyst to form aldehydes. 2 - Bromoaniline and sodium sulfide are used as raw materials, and the reaction is carried out at room temperature to obtain a benzothiazole compound. Compared with the prior art, the copper complex catalytic aldehyde, 2 -bromoaniline and sodium sulfide (Na) containing the ortho-carborane Schiff base ligand are utilized. 2 Multiple components of S) react to prepare benzothiazole compounds, and the catalyst is low in dosage, mild in reaction conditions, high in reaction rate, high in yield, wide in substrate range, cheap and accessible in raw materials and wide in application prospect in industry.

Sulfur-Promoted Redox Cyclization of 2,2′-Dinitrodiphenyl Disulfides and Benzylamines

This study aims to develop green and sustainable advanced synthetic methods based on redox cyclization. Elemental sulfur is shown to promote the efficient synthesis of 2-substituted benzothiazoles from 2,2′-dinitrodiphenyl disulfides and benzylamines via redox cyclization in the absence of transition-metal catalysts and solvents. The 2-substituted benzothiazoles are obtained in good to excellent yields. This synthetic methodology is highly atom-economical and does not require any external oxidizing and/or reducing agents.

Mechanochemical Solvent-Free Catalytic C?H Methylation

The mechanochemical, solvent-free, highly regioselective, rhodium-catalyzed C?H methylation of (hetero)arenes is reported. The reaction shows excellent functional-group compatibility and is demonstrated to work for the late-stage C?H methylation of biologically active compounds. The method requires no external heating and benefits from considerably shorter reaction times than previous solution-based C?H methylation protocols. Additionally, the mechanochemical approach is shown to enable the efficient synthesis of organometallic complexes that are difficult to generate conventionally.

Improved, gram-scale synthesis of sildenafil in water using arylacetic acid as the acyl source in the pyrazolo[4,3-d]pyrimidin-7-one ring formation

An improved, gram-scale synthesis of the blockbuster drug sildenafil, used for the treatment of male erectile dysfunction, has been developed. Unlike the previous literature, the current method demonstrates the use of arylacetic acid as an acyl source, a cheap oxidant K2S2O8, and water as the reaction medium in the key step of pyrrazolo[4,3-d]pyrimidin-7-one ring formation. As well as being a green and benign approach, the current method reduces the cost by half compared to our previous strategy. In addition, the general relevance of the method has been demonstrated in the synthesis of a variety of quinazolinone and benzothiazole derivatives with excellent functional group tolerance.

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.