13945-01-2

Usage

Classification

Benzothiazole derivative, phenylpropanoid

Biological activities

Anti-inflammatory, antioxidant, anti-cancer, potential treatment for neurodegenerative diseases, cardiovascular conditions

Other potential uses

Food preservative, antimicrobial agent, drug delivery vehicle, enhancer of solubility for certain pharmaceutical compounds

Versatility

Shown potential in various fields, including medicine and food science.

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 137-07-5 2-amino-benzenethiol 
• 128921-61-9 N-(2-chlorobenzylidene)-o-amino-thiophenol 

Downstream Products

• 100067-18-3 2-(2-Chloro-benzylamino)-benzenethiol 
• 6269-46-1 2-(2-chlorophenyl)-1,3-benzothiazole 
• 100067-25-2 C₂₆H₂₂Cl₂N₂S₂ 
• 98123-32-1 trans-2-benzoyl-3-(2-chlorophenyl)-2,3-dihydro-1,4-benzothiazine 
• 98123-32-1 [(2R,3R)-3-(2-Chloro-phenyl)-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl]-phenyl-methanone 

Relevant academic research and scientific papers

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.

Microwave-assisted synthesis of substituted dibenzo[b,f][1,4]thiazepines, dibenzo[b,f][1,4]oxazepines, benzothiazoles, and benzimidazoles

A highly efficient synthesis for possessing 7-membered rings with two heteroatoms is described, using efficient microwave-assisted one-pot method to synthesize (substituted) dibenzo[b,f][1,4]thiazepines [1] and dibenzo[b,f][1,4]oxazepines [2] in high yields (up to 99%) by cyclocondensations of o-aminothiophenol or o-aminophenol with o-halobenzaldehydes, o-fluoroacetophenone, and o-fluorobenzophenone. In the absence of base, o-aminothiophenol reacted with o-halobenzaldehydes to afford benzothiazoles.

Efficient 2,4,6-trichloro-1,3,5-triazine-catalyzed synthesis of 2-arylbenzothiazoles and bisbenzothiazoles by condensation of 2-aminithiophenol with aldehydes under mild conditions

2,4,6-Trichloro-1,3,5-triazine efficiently catalyzed the condensation reactions between 2-aminothiophenol and aromatic aldehydes to afford 2-arylbenzothiazolles in good-to-excellent yields. Simple and mild reaction conditions, the use of a cheap catalyst

Water-promoted dowex 50W catalyzed highly efficient green protocol for 2-arylbenzothiazole formation

2-Aminothiophenol and a variety of aryl aldehydes were allowed to react in one-pot operation to give 2-aryl-benzothiazoles in excellent yields in the presence of Dowex 50W in water. Very high yields coupled with the ease of work-up procedure, formation of no side products, employment of "reusable" catalyst, and "green" synthesis in aqueous medium without maintaining anhydrous reaction conditions are the most important aspects of this methodology.

A green method for the synthesis of 2-arylbenzoles

Aromatic aldehydes with both electron withdrawing and electron donating substituents were smoothly converted to the corresponding 2-arylbenzothiazoles by direct condensation of aromatic aldehydes with 2-aminothiophenol in one pot in a microoven under solv

A RING EXPANSION METHOD FOR THE PREPARATION OF 2,3-DIHYDRO-1,4-BENZOTHIAZINES FROM 2-ARYL-2,3-DIHYDROBENZOTHIAZOLES

In the presence of KF in dimethylformamide (DMF) 2-aryl-2,3-dihydrobenzothiazoles react with α-haloketones to provide in good yield 2,3-dihydro-2,3-disubstituted-1,4-benzothiazines.