6269-46-1

Usage

Uses

Used in Fluorescent Dye Industry:
2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE is used as a fluorescent dye for its ability to emit light upon exposure to specific wavelengths, making it valuable in various analytical and diagnostic applications.
Used in Photoinitiator Industry:
As a photoinitiator, 2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE is used to trigger polymerization reactions upon exposure to light, which is crucial in the manufacturing of various polymer-based products.
Used in Pharmaceutical Synthesis:
2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE serves as a chemical intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE is utilized as an intermediate in the production of various agrochemicals, aiding in the development of effective crop protection products.
Used in Environmental Research:
Due to its potential as an environmental pollutant, 2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE is studied to understand its impact on ecosystems and to develop methods for its detection and mitigation.
Used in Biological Activity Studies:
2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE is used in research for its potential antitumor, antifungal, and antibacterial properties, with the aim of discovering new treatments and applications in medicine and agriculture.

InChI:InChI=1/C13H8ClNS/c14-10-6-2-1-5-9(10)13-15-11-7-3-4-8-12(11)16-13/h1-8H

Upstream product

• 98370-54-8 zinc 2-aminobenzenethiolate 
• 89-98-5 2-chloro-benzaldehyde 
• 873-32-5 2-Chlorobenzonitrile 
• 137-07-5 2-amino-benzenethiol 
• 5219-70-5 1,2-bis(2-chlorobenzyl)disulfane 
• 118-91-2 ortho-chlorobenzoic acid 
• 22978-30-9 N-phenyl-o-chlorothiobenzamide 
• 13945-01-2 2-(2′-chlorophenyl)benzothiazoline 
• 128921-61-9 N-(2-chlorobenzylidene)-o-amino-thiophenol 
• 100-52-7 benzaldehyde 
• 615-43-0 2-iodophenylamine 
• 15111-14-5 2-iodo-N-(phenylmethylene)-benzenamine 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 95-16-9 1,3-Benzothiazole 

Downstream Products

• 1422963-63-0 2-(benzo[d]thiazol-2-yl)-3-chloro-phenol 
• 1454287-65-0 (2-(benzo[d]thiazol-2-yl)-3-chlorophenyl)(phenyl)methanone 
• 1440999-84-7 2-(benzo[d]thiazol-2-yl)-3-chlorophenyl acetate 
• 1235453-34-5 6-bromo-2-(2-chlorophenyl)benzo[d]thiazole 

Relevant academic research and scientific papers

Recyclable copper-catalyzed cyclization of o-haloanilides and metal sulfides: An efficient and practical access to substituted benzothiazoles

An efficient heterogeneous copper-catalyzed cyclization of o-haloanilides and metal sulfides has been achieved via the C–S coupling in DMF at 80 or 140 °C in the existence of an MCM-41-bound NHC-Cu(I) catalyst and then intramolecular condensation, delivering a wide range of substituted benzothiazoles in mostly good to high yields. This new MCM-41-NHC-CuI complex can facilely be obtained by a two-step procedure starting from easily accessible and inexpensive reagents and reused more than seven times without any significant loss of its catalytic efficiency. The present protocol has been successfully applied to the gram-scale synthesis of two antitumor agents 5F203 and PMX 610.

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.

Pentafluorophenylammonium Triflate: A Mild, Efficient and Reusable Catalyst for the Synthesis of 2-Arylbenzothiazole and 2-Arylbenzothiazoline Derivatives in a Green Chemical Approach

In this work, one pot, simple and environmentally benign effective synthesis of 2-substituted benzothiazole and benzothiazoline derivatives are described in presence of PFPAT (pentafluorophenylammonium triflate) catalyst in water successfully. A series of benzothiazole derivative were synthesized by the reaction between 2-aminothiophenol and various aldehydes in good yields. Recyclability of the catalyst is observed for four times without loss of its activity in aqueous medium.

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.

Ruthenium silicate (RS-1) zeolite: novel heterogeneous efficient catalyst for synthesis of 2-arylbenzothiazole derivatives

Abstract: Mesoporous silicate and transition metal (Ru+3) containing mesoporous silicate materials or ruthenium silicate Ru+3/Si+4 where synthesis by using hydrothermal process. Mesoporous ruthenium silicate (RS-1) and zeo

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

Ruthenium(II)-catalyzed synthesis of 2-arylbenzimidazole and 2-arylbenzothiazole in water

Benzimidazoles/benzothiazoles are heterocyclic compounds which contain a five membered heteroatom and a benzene ring. They constitute a crucial structural unit of numerous bioactive compounds and natural products. Since the compounds containing benzimidaz

Synthesis, characterization, crystal structures, and anticancer activity of some new 2,3-dihydro-1,5-benzoxazepines

Various benzoxazepine derivatives have been synthesized and characterized using IR, NMR, GC–MS, and microanalysis. The single-crystal X-ray structures of 2,2-dimethyl-4-[(E)-2-(4-methylphenyl)ethenyl]-2,3-dihydro-1,5-benzoxazepine (RS01), 4-[(E)-2-(2-chlo

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.

α-Keto Acids as Triggers and Partners for the Synthesis of Quinazolinones, Quinoxalinones, Benzooxazinones, and Benzothiazoles in Water

A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of α-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted on a mass scale, and the products can be easily purified through filtration and washing with ethanol (or crystallized).