1629-78-3

Usage

Uses

Used in Chemical Industry:
2-Acetylbenzothiazole is used as an intermediate in the preparation of compounds that act as ultraviolet light absorbers. This makes it useful in the production of materials that require protection from UV radiation.
Used in Textile Industry:
2-Acetylbenzothiazole is used as a UV absorber in the textile industry to protect fabrics from the damaging effects of ultraviolet light, thereby enhancing their durability and lifespan.
Used in Plastics Industry:
2-Acetylbenzothiazole is used as a UV stabilizer in the plastics industry to prevent the degradation of plastic materials caused by exposure to sunlight and other UV sources, maintaining their physical properties and appearance.
Used in Cosmetics Industry:
2-Acetylbenzothiazole is used as a UV filter in cosmetics to protect the skin from harmful UV radiation, contributing to the development of sun protection and skincare products.
Safety Precautions:
Due to its hazardous nature in case of inhalation, ingestion, or skin and eye contact, 2-Acetylbenzothiazole should be handled with care and stored and disposed of properly to minimize risks associated with its use.

InChI:InChI=1/C9H7NOS/c1-6(11)9-10-7-4-2-3-5-8(7)12-9/h2-5H,1H3

Upstream product

• 141-78-6 ethyl acetate 
• 39582-59-7 benzothiazol-2-yl-lithium 
• 75-36-5 acetyl chloride 
• 175694-99-2 (2-isocyanophenyl)(methyl)sulfane 
• 17229-76-4 2-propylbenzo[d]thiazole 
• 6305-31-3 2-(2-phenylethyl)-1,3-benzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 762-04-9 phosphonic acid diethyl ester 
• 136-95-8 2-amino-benzthiazole 
• 16414-04-3 1-benzimidazol-2-ylethanol 
• 110-05-4 di-tert-butyl peroxide 
• 201230-82-2 carbon monoxide 
• 122-51-0 orthoformic acid triethyl ester 
• 127-17-3 2-oxo-propionic acid 

Downstream Products

• 54223-20-0 1-(benzo[d]thiazol-2-yl)-2-bromoethanone 
• 94834-02-3 1-(6-nitrobenzo[d]thiazol-2-yl)ethanone 
• 88152-89-0 Trifluoro-methanesulfonate2-benzothiazol-2-yl-4-phenyl-5,6-dihydro-benzo[h]chromenylium; 
• 82605-56-9 1,5-Bis-benzothiazol-2-yl-3-(4-nitro-phenyl)-pentane-1,5-dione 
• 76115-67-8 1,5-bis(2-benzothiazolyl)-3-phenylpentane-1,5-dione 
• 83185-87-9 (E)-1-(benzo[d]thiazol-2-yl)-3-phenylprop-2-en-1-one 
• 86319-88-2 2-acetoacetylbenzothiazole 
• 76115-66-7 1-(2-benzothiazolyl)-3,5-diphenylpentane-1,5-dione 
• 14028-50-3 2-{1-[(1,3-dimethyl-1,3-dihydro-benzoimidazol-2-ylidene)-hydrazono]-ethyl}-3-methyl-benzothiazolium; toluene-4-sulfonate 
• 292141-01-6 5-benzothiazol-2-yl-3-imino-2-phenyl-2,3-dihydro-pyridazine-4-carbonitrile 
• 292140-98-8 2-[1-benzothiazol-2-yl-2-(phenyl-hydrazono)-ethylidene]-malononitrile 
• 292141-00-5 2-{1-benzothiazol-2-yl-2-[(4-chloro-phenyl)-hydrazono]-ethylidene}-malononitrile 
• 292140-94-4 C₂₄H₁₅N₇S 
• 292140-95-5 C₂₄H₁₃Cl₂N₇S 

Relevant academic research and scientific papers

Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines

The aldehyde group is one of the most versatile intermediates in synthetic chemistry, and the introduction of an aldehyde group into heteroarenes is important for the transformation of molecular structure. Herein, we achieved the direct formylation of benzothiazo/les and isoquinolines. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using commercially available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction can be performed under exceedingly mild reaction conditions and exhibits broad functional group tolerance.

Photoinduced remote heteroaryl migration accompanied by cyanoalkylacylation in continuous flow

A photoinduced 1,4-heteroaryl migration from a carbon center to a nitrogen center accompanied by a cyanoalkylacylation of heterocyclic-substituted azidyl homoallylic alcohols and cycloketone oxime esters has been described. This simple and powerful protoc

Neutral analogs of the heat shock protein 70 (Hsp70) inhibitor, JG-98

The heat shock protein 70 (Hsp70) family of molecular chaperones are highly expressed in tumors. Inhibitors containing a pyridinium-modified benzothiazole, such as JG-98, bind to a conserved, allosteric site in Hsp70, showing promising anti-proliferative activity in cancer cells. When bound to Hsp70, the charged pyridinium makes favorable contacts; however, this moiety also increases the inhibitor's fluorescence, giving rise to undesirable interference in biochemical and cell-based assays. Here, we explore whether the pyridinium can be replaced with a neutral pyridine. We report that pyridine-modified benzothiazoles, such as compound 17h (JG2-38), have reduced fluorescence, yet retain promising anti-proliferative activity (EC50 values ~0.1 to 0.07 μM) in breast and prostate cancer cell lines. These chemical probes are expected to be useful in exploring the roles of Hsp70s in tumorigenesis and cell survival.

Overcoming Electron-Withdrawing and Product-Inhibition Effects by Organocatalytic Aerobic Oxidation of Alkylpyridines and Related Alkylheteroarenes to Ketones

An organocatalyzed aerobic benzylic C-H oxidation of alkyl and aryl heterocycles has been developed. This transition metal-free method is able to overcome the electron-withdrawing effect as well as product-inhibition effects in heterobenzylic radical oxidation. A variety of ketones bearing N-heterocyclic groups could be prepared under relatively mild conditions with moderate to high yields.

Preparation method of thiabendazole intermediate

The invention provides a preparation method of a thiabendazole intermediate. The method uses a raw material containing o-phenylenediamine to prepare the thiabendazole intermediate shown as a formula (1), and comprises the following steps: in an acidic environment, carrying out condensation reaction on the raw material containing o-phenylenediamine to obtain a crude product 1; carrying out halogenation reaction on the crude product 1 to obtain a crude product 2; and carrying out decarboxylation reaction on the crude product 2, and purifying to obtain the thiabendazole intermediate. According tothe invention, the method is low in raw material cost, simple in synthetic route, inapplicable to catalysts, recyclable in solvent, almost zero in emission of three wastes, mild in reaction condition, simple to operate and suitable for modern industrial production, and the influence on the environment is avoided, and the yield is as high as 80% or above. R is Cl or Br.

Metal-free C-H methylation and acetylation of heteroarenes with PEG-400

The generation of a methyl carbon source from renewable and cheap sources is challenging. Herein, we describe a novel and an efficient route for methylation and acetylation of aza-heteroarenes using PEG-400 under O2and TsOH·H2O for the first time by tuning the reaction conditions using a different set of starting materials. The key features of the current protocol are oxidative C-O and C-C bond scission under metal-free conditions with good functional group tolerance, and a broad substrate scope. The potential applicability of the designed methodology was demonstrated for the synthesis of central nervous system (CNS) depressant and anticonvulsant drug molecules by a one-pot strategy.

Carbonylative Acetylation of Heterocycles

Herein, a new procedure for the carbonylative acetylation of heterocycles has been developed. In this process, organic peroxide acts as the methyl source. Various heterocycles were transformed into the corresponding methyl heterocyclic ketones in moderate to good yields.

Iron-catalyzed Minisci acylation of N-heteroarenes with α-keto acids

An efficient and mild protocol has been developed for the Minisci acylation reactions of nitrogen-containing heteroarenes with α-keto acids. Distinct from the conventional Minisci acylation conditions, the chemistry was performed using non-noble metal Fe(II), instead of expensive Ag(I) salt, as catalyst. A wide range of substrates, including aliphatic or aromatic α-keto acids, as well as various N-heteroarenes, proved to be compatible with the protocol. Scale-up experiment also demonstrates the practicality of the approach.

Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase

The invention discloses a method for synthesizing benzothiazole by microwave radiation of a benzothioamide compound in an aqueous phase. The method includes the steps: adding the benzothioamide compound into the aqueous phase under microwave conditions; performing cyclization under alkaline conditions to generate the benzothiazole. The method for preparing the benzothiazole is environmentally friendly, simple and convenient in operation, safe, cheap and efficient. Compared with the prior art, the method is applicable to a lot of functional groups, high in yield, few in by-products, simple in operation, safe, low in cost and environmentally friendly.

Iron-Catalyzed Minisci Type Acetylation of N-Heteroarenes Mediated by CH(OEt)3/TBHP

Iron-catalyzed acetylation of electron deficient N-heteroarenes has been reported using triethylorthoformate as robust and inexpensive acetyl source. This new method is successfully applied for the acetylation of quinolines, isoquinoline, quinoxalines, arylpyridines, bipyridines, and benzothiazole.