26773-65-9

Usage

Uses

Used in Rubber Industry:
2-(Piperidinothio)benzothiazole is used as a rubber vulcanization accelerator for its ability to promote the crosslinking of rubber molecules, which results in increased strength and elasticity of the rubber. This makes it a valuable component in the production of various rubber products.
Used in the Production of Rubber Products:
2-(Piperidinothio)benzothiazole is utilized in the manufacturing of rubber products such as tires, rubber seals, and hoses, where its vulcanization properties contribute to the durability and performance of these items.
Used in Research for Biological Activities:
2-(Piperidinothio)benzothiazole is also used in scientific research for exploring its potential antimicrobial and antioxidant properties, indicating a broader scope of applications beyond the rubber industry.
It is crucial to handle 2-(Piperidinothio)benzothiazole with care due to its potential health hazards if not managed properly, emphasizing the need for appropriate conditions and safety measures during its use.

InChI:InChI=1/C12H14N2S2/c1-4-8-14(9-5-1)16-12-13-10-6-2-3-7-11(10)15-12/h2-3,6-7H,1,4-5,8-9H2

Upstream product

• 110-89-4 piperidine 
• 2801-21-0 benzothiazole sulfenamide 
• 2156-71-0 N-chloropiperidine 
• 149-30-4 2-Mercaptobenzothiazole 
• 199387-54-7 ethyl 2-(2-benzothiazolylsulfinyl)acetate 
• 24044-88-0 ethyl 2-(benzo[d]thiazol-2-ylthio)acetate 
• 104-53-0 3-phenyl-propionaldehyde 
• 1365175-36-5 ethyl 2-(2-benzothiazolylsulfinyl)acetate 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 

Downstream Products

• 1365175-53-6 2-benzothiazolylthio-3-phenylpropanal 
• 2851-08-3 2-(piperidin-1-yl)benzo[d]thiazole 
• 94-37-1 bis(piperidinothiocarbonyl)disulfide 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 74124-51-9 diisopropyl piperidinophosphonate 
• 149-30-4 2-Mercaptobenzothiazole 
• 4972-36-5 O,O-diethyl piperidinophosphate diester 
• 615-22-5 2-methylmercaptobenzothiazole 
• 597-24-0 Dimethyl piperididophosphate 

Relevant academic research and scientific papers

A comprehensive electrochemical study of 2-mercaptobenzoheterocyclic derivatives. Air-assisted electrochemical synthesis of new sulfonamide derivatives

In this work, we have introduced a green air-assisted electrochemical method for the synthesis of new sulfonamide derivatives via oxidative coupling of heterocyclic thiols and amines. The synthetic method was designed based on the data collected from electrochemical oxidation of heterocyclic thiols, 2-mercaptobenzoxazole (MBO), 2-mercaptobenzothiazole (MBT) and 2-mercaptobenzimidazole (MBI) in the absence and presence of amines. The electrochemical results indicate that the oxidation of MBO and MBT lead to the formation of the corresponding dimers, which as an intermediate is essential for sulfonamide synthesis. The results also show that, in the time scale of our voltammetric experiments, oxidation of MBI does not lead to dimer formation. Our voltammetric studies suggest that the formed dimer is adsorbed on the electrode surface. The amount and intensity of adsorption depends on the type heterocyclic thiol, solvent, switching potential and solution pH. The mechanism of synthesis of sulfonamide compounds has been established based on the disappearing of the dimer reduction peak in the cyclic voltammogram of MBO in the presence of amines along with increasing the number of electrons transferred in this condition, as well as spectroscopic data of the products. These compounds have been successfully synthesized in water/ethanol mixture solutions in an undivided cell, at carbon rod electrodes, by constant current electrolysis at room temperature. The proposed method does not need to use toxic solvent, metal, catalyst and challenging workups. This method is easy to scale-up and the products have antibacterial activity.

Iodine-Mediated Cross-Dehydrogenative Coupling of Heterocyclic Thiols with Amines: An Easy and Practical Formation of S?N Bond

An efficient iodine-mediated construction of S?N bond was developed. Such a cross-dehydrogenative coupling of heterocyclic thiols with amines proceeded smoothly under metal-free and base-free conditions, and afforded a series of sulfenamides in good to excellent yields. The easily available substrates and convenient synthetic procedure illustrate potential synthetic value of this protocol for the preparation of sulfenamide related biologically or pharmaceutically active compounds.

Alkyl 2-(2-benzothiazolylsulfinyl)acetates as useful synthetic reagents for alkyl 4-hydroxyalk-2-enoates by sulfinyl-Knoevenagel reaction

Isopropyl, ethyl, and methyl 2-(2-benzothiazolylsulfinyl)acetates have been found to be useful synthetic reagents for sulfinyl-Knoevenagel reaction with various aldehydes to give directly the corresponding 4-hydroxyalk-2-enoates [R′CH(OH)CHCHCO2R], which are ubiquitous structures in biologically active natural products and useful building blocks for organic synthesis of chiral compounds. From the optically pure (R)-2-(2- benzothiazolylsulfinyl)acetates (>99% ee) prepared by the enzymatic kinetic resolution of (±)-2-(2-benzothiazolylsulfinyl)acetates, optically active 4-hydroxyalk-2-enoates (up to 91% ee) have been obtained in good yields.