6265-90-3

Usage

Benzothiazole derivative

A chemical compound derived from benzothiazole, which is a heterocyclic aromatic compound containing a benzene ring and a thiazole ring.

Two chloro substituents

The presence of two chlorine atoms as substituents on the phenyl ring, which can influence the compound's properties and reactivity.

Fluorescent brightener

A chemical additive used in the textile industry to enhance the appearance of fabrics by absorbing ultraviolet light and re-emitting it as visible light, making the fabrics appear brighter and more vibrant.

Anti-inflammatory properties

The ability of 2-(2,4-Dichloro-phenyl)-benzothiazole to reduce inflammation, which has potential applications in the medical field.

Anti-fungal properties

The ability of 2-(2,4-Dichloro-phenyl)-benzothiazole to inhibit the growth of fungi, which has potential applications in the agricultural and medical fields.

Caution in handling

The need for proper use and disposal of 2-(2,4-Dichloro-phenyl)-benzothiazole to avoid adverse effects on human health and the environment, as it may be harmful if not managed correctly.

InChI:InChI=1/C13H7Cl2NS/c14-8-5-6-9(10(15)7-8)13-16-11-3-1-2-4-12(11)17-13/h1-7H

Upstream product

• 19719-28-9 2,4-dichlorophenylacetic acid 
• 88-73-3 2-Chloronitrobenzene 
• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 137-07-5 2-amino-benzenethiol 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 32375-56-7 2-(2,4-dichlorophenyl)-2-oxoacetic acid 
• 1141-88-4 2-Aminophenyl disulfide 
• 615-43-0 2-iodophenylamine 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 50-84-0 2,4 dichlorobenzoic acid 
• 188065-31-8 2,4-dichloro-1-{[(2,4-dichlorobenzyl)disulfanyl]methyl}benzene 
• 51942-33-7 2,4-dichloro-N-(2-methylsulfanyl-phenyl)-benzamide 

Relevant academic research and scientific papers

Syntheses, characterization, and catalytic potential of novel vanadium and molybdenum Schiff base complexes for the preparation of benzimidazoles, benzoxazoles, and benzothiazoles under thermal and ultrasonic conditions

A new ONO-tridentate Schiff base ligand (H2L) derived from 3-methoxysalicylaldehyde and nicotinic hydrazide was synthesized and characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, UV–Vis, and powder XRD studies. Then, oxovanadium(V) and dioxomolybdenum(VI) Schiff base complexes, VOL and MoO2L, were also prepared and characterized by different techniques. Moreover, the catalytic activities of both complexes were investigated for the synthesis of benzimidazoles, benzoxazoles, and benzothiazoles under reflux conditions as well as through ultrasonic irradiation. The results revealed several advantages of this procedure, including high product yields, short reaction times, facile work-up procedure, simplicity in operation, eco-friendly reaction conditions, and green aspects by avoiding toxic catalysts and solvents. Graphic abstract: [Figure not available: see fulltext.]

Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at room temperature

A simple, mild, eco-friendly, general, and convenient approach has been developed for the synthesis of structurally diverse 2-arylbenzothiazole derivatives from the reactions of 2-aminothiophenol and various aromatic aldehydes using camphor sulfonic acid

Ultrafine Pt nanoparticles supported on a dendrimer containing thiol groups: An efficient catalyst for the synthesis of benzimidazoles and benzothiazoles from benzyl alcohol derivatives in water

A novel and unique platform was prepared based on a dendrimer containing thiol groups supported on nanosilica (nSTDP), and ultrafine platinum nanoparticles were synthesized and immobilized on the thiol decorated branches of nSTPD. The new catalyst, (Ptnp?nSTDP), was characterized by different techniques such as FE-SEM, TEM, ICP, XPS and DR UV-vis. This heterogeneous catalyst presented an outstanding performance for the synthesis of benzimidazole and benzothiazole derivatives through a reaction between benzyl alcohol derivatives and 2-aminothiophenol or 1,2-phenylenediamine. No requirement for the pre-reduction of catalysts and using water as a green solvent make it an individual catalyst for these reactions. Furthermore, the catalyst can be easily recovered and reused five consecutive times in the production of benzimidazoles and benzothiazoles without significant leaching of Pt and loss of its activity which illustrated the chemical stability of the catalyst during the reaction.

Aerobic oxidative synthesis of quinazolinones and benzothiazoles in the presence of laccase/DDQ as a bioinspired cooperative catalytic system under mild conditions

The current study applied laccase/DDQ as a bioinspired cooperative catalytic system for the synthesis of quinazolinones (80-95% yield) and benzothiazoles (65-98% yield) using air or O2 as ideal oxidants in aqueous media at ambient temperature. The aerobic oxidative cyclization reactions occur in two steps: (i) chemical cyclization; (ii) chemoenzymatic oxidation. These methods are more environment-friendly, efficient, simple and practical than other reported methods due to the use of O2 as an oxidant, laccase as an eco-friendly biocatalyst, aqueous media as the solvent and free from any toxic transition metal and halide catalysts. Therefore, these methods can be applied in pharmaceutical and other sensitive synthetic procedures.

Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis

This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.

Sulfonic-acid-functionalized activated carbon made from tea leaves as green catalyst for synthesis of 2-substituted benzimidazole and benzothiazole

Abstract: A simple and efficient procedure for synthesis of 2-substituted benzimidazole and benzothiazole has been developed by using sulfonic-acid-functionalized activated carbon as heterogeneous catalyst. The activated material was prepared from matured tea leaf in presence of phosphoric acid as activating agent. The final catalyst was prepared by anchoring –SO3H group on the surface of the activated carbon. The catalyst could be easily recovered and reused for more than three catalytic cycles without significant loss in catalytic activity. The catalytic performance of the catalyst was found to be superior to that of a similar catalyst prepared from montmorillonite K10. Graphical Abstract: [Figure not available: see fulltext.].

α-Keto Acids as Acylating Agents in the Synthesis of 2-Substituted Benzothiazoles and Benzoselenazoles

Herein, we report the first decarboxylative oxidation of α-keto acids that is promoted by sodium metabisulfite (Na2S2O5) to obtain 2-substituted benzothiazoles and benzoselenazoles. Diaryl disulfides and diselenides were used as chalcogen sources, and the desired products were obtained in moderate to excellent yields. This protocol does not require an inert gas, transition metals, or harsh reaction conditions, and CO2 is released as an environmentally benign coproduct. The presence of Na2S2O5 was essential to guarantee that the reaction reached completion and afforded maximum product yields.

NaY Zeolite Functionalized by Sulfamic Acid/Cu(OAc)2 as a Novel and Reusable Heterogeneous Hybrid Catalyst in Efficient Synthesis of Bis, Tris, and Tetrakis(indolyl)methanes, 3,4-Dihydropyrimidin-2(1H)-ones, and 2-Aryl-1H-benzothiazoles

An efficient acid-catalyzed synthesis of some bis, tris, and tetrakis(indolyl)methanes, 3,4-dihydropyrimidin-2(1H)-ones, and 2-aryl-1H-benzothiazoles is reported using NaY zeolite functionalized by sulfamic acid/Cu(OAc)2 (NaY zeolite-NHSO3

Novel Cu(0)-Fe3O4@SiO2/NH2cel as an Efficient and Sustainable Magnetic Catalyst for the Synthesis of 1,4-Disubstituted-1,2,3-triazoles and 2-Substituted-Benzothiazoles via One-Pot Strategy in Aqueous Media

A novel, air stable, water dispersible and efficient magnetic catalyst based on copper nanoparticles onto ethylene diamine functionalized inorganic/organic composite [Cu(0)-Fe3O4@SiO2/NH2cel] has been prepared. Functionalization of inorganic/organic composite by ethylene diamine imparts desirable chemical functionality and enables the generation of active sites for the immobilization of Cu(0) nanoparticles. The novel catalyst system has been well characterized by various techniques like FTIR, TGA, XRD, SEM, HRTEM, EDX, ICP-AES, UV-Vis and VSM. Further, Cu(0)-Fe3O4@SiO2/NH2cel opens up a new avenue to introduce a very useful and efficient catalytic system for the one-pot synthesis of 1,4-disubstituted-1,2,3-triazoles via 1,3-dipolar cycloaddition of terminal acetylenes to azides, generated in situ from anilines in water at room temperature, and one-pot three component reaction of 2-iodoaniline, aldehyde and thiourea as sulphur source for the synthesis of 2-substituted-benzothiazole derivatives in water. The novel heterogeneous magnetic catalyst offers recyclability without significant deterioration in catalytic activity and can be easily recovered using an external magnet, thus making it eco-friendly and economical to perform the desired transformations.

Anchoring of Cu(II) onto surface of porous metal-organic framework through post-synthesis modification for the synthesis of benzimidazoles and benzothiazoles

Efficient synthesis of various benzimidazoles and benzothiazoles under mild conditions catalyzed by Cu(II) anchored onto UiO-66-NH2 metal organic framework is reported. In this manner, first, the aminated UiO-66 was modified with thiophene-2-ca