3048-45-1

Usage

Uses

Used in Research and Industry:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as a chemical intermediate for the synthesis of various compounds with potential applications in research and industry. Its antimicrobial, fungicidal, and light-stabilizing properties make it a valuable component in the development of new products.
Used in Antimicrobial Applications:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as an antimicrobial agent for inhibiting the growth of microorganisms. Its effectiveness in controlling microbial contamination makes it suitable for use in various industries, such as food preservation, water treatment, and medical applications.
Used in Fungicidal Applications:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as a fungicide to protect crops and plants from fungal infections. Its ability to control fungal growth helps maintain the health and productivity of agricultural systems.
Used in Light-Stabilizing Applications:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as a light stabilizer in the production of plastics and other materials. Its ability to absorb and dissipate harmful UV radiation helps protect these materials from degradation, extending their lifespan and maintaining their properties.
Used in Pharmaceutical Industry:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as a building block in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
Benzothiazole, 4-chloro(7CI,8CI,9CI) is used as a reagent in the synthesis of a wide range of chemical compounds. Its versatility in chemical reactions makes it a valuable tool in the development of new materials and products.

InChI:InChI=1/C7H4ClNS/c8-5-2-1-3-6-7(5)9-4-10-6/h1-4H

Upstream product

• 19952-47-7 4-chlorobenzo[d]thiazol-2-amine 
• 90533-10-1 N-(4-chloro-benzothiazol-2-yl)-acetamide 
• 3622-02-4 4-chloro-benzothiazole-2-carboxylic acid 

Downstream Products

• 3622-02-4 4-chloro-benzothiazole-2-carboxylic acid 
• 19952-47-7 4-chlorobenzo[d]thiazol-2-amine 
• 943443-15-0 4-(4-(1,1,1,3,3,3-hexafluoropropane-2-yl)phenyl)benzo[d]thiazole 
• 943443-10-5 4-(4-(trifluoromethyl)phenyl)benzo[d]thiazole 
• 943443-11-6 4-para-tolylbenzo[d]thiazole 
• 943443-17-2 4-phenylbenzo[d]thiazole 
• 63755-08-8 2-[(2-amino-3-chlorophenyl)dithio]-6-chlorophenylamine 
• 1849-65-6 4-chloro-2-mercaptobenzothiazole 
• 40427-66-5 2-(phenylthio)-4-chlorobenzo[d]thiazole 
• 179414-49-4 2-Bromomethyl-4-chloro-benzothiazole 
• 110704-20-6 4-chloro-2-(chloromethyl)benzo[d]thiazole 

Relevant academic research and scientific papers

Photoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds

A photoelectrochemical strategy for the cross-dehydrogenative coupling of unactivated aliphatic hydrogen donors (e.g.alkanes) with benzothiazoles is reported. We used tetrabutylammonium decatungstate as the photocatalyst to activate strong C(sp3)-H bonds in the chosen substrates, while electrochemistry scavenged the extra electrons.

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.

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Dual C-H activations of electron-deficient heteroarenes: Palladium-catalyzed oxidative cross coupling of thiazoles with azine N-oxides

The palladium-catalyzed, copper-promoted cross-dehydrogenative-coupling (CDC) of electron-deficient thiazoles with azine N-oxides through dual C-H activations was developed. It was found that copper(II) pivalate was an efficient dual-function reagent for the oxidative cross-coupling reactions, playing the roles of both an oxidant and a C-H bond activation promoter. This methodology provides a simple way to construct 2-thiazolyl pyridine moiety.

(3R)-3-Amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamide as a potent dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes

Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides and 3-amino-N-(4-aryltetrahydropyran-4-yl)butanamides were synthesized and evaluated as dipeptidyl peptidase IV (DPP-IV) inhibitors. Derivatives incorporating the 6-substituted benzothiazole group showed highly potent DPP-IV inhibitory activity. Oral administration of (3R)-3-amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamide (12u) reduced blood glucose excursion in an oral glucose tolerance test.

Syntheses of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines

The condensation of α,β-unsaturated ketones with substituted o-aminothiophenols, obtained by reductive cleavage of the corresponding disulfides in the presence of triphenylphosphine, is an effective method for the synthesis of 2,4-diaryl-2,3-dihydro-1,5-b

Highly selective aldose reductase inhibitors. II. Optimization of the aryl part of 3-(arylmethyl)-2,4,5-trioxoimidazolidine-1-acetic acids

Accumulation of intracellular sorbitol, the product of glucose reduction catalyzed by aldose reductase (AR) [EC 1.1.1.21], is thought to be the main culprit in the development of diabetic complications. A series of 3- arylalkyl-2,4,5-trioxoimidazolidine-1-acetic acids was prepared and tested for inhibitory activities towards AR and aldehyde reductase (ALR) [EC 1.1.1.2]. These derivatives showed strong inhibitory activity against AR without markedly inhibiting ALR. In particular, the compounds with 3- nitrophenyl, 4-chloro-3-nitrophenyl, and chloro-substituted benzothiazolyl groups as the aryl part showed powerful AR-inhibitory activity. The chloro- substituted benzothiazolyl compound showed an AR selectivity of more than 5000 fold.