41834-62-2

Usage

Thiazole derivative

A derivative of thiazole 2-(benzylsulfanyl)-4,5-dihydro-1,3-thiazole is based on the thiazole structure, which is a five-membered heterocyclic ring system containing one nitrogen atom and one sulfur atom.

Benzylsulfanyl group attachment

Attached to the second carbon atom A benzylsulfanyl group (C6H5CH2S-) is attached to the second carbon atom of the thiazole ring, which influences the compound's properties and reactivity.

Potential biological activities

Antimicrobial and antiparasitic properties Studies have been conducted on 2-(benzylsulfanyl)-4,5-dihydro-1,3-thiazole to explore its possible applications in treating infections and parasitic infestations due to its ability to inhibit the growth of microorganisms and parasites.

Building block in organic synthesis

Used for preparing pharmaceuticals and agrochemicals 2-(benzylsulfanyl)-4,5-dihydro-1,3-thiazole serves as an intermediate compound in the synthesis of various pharmaceutical and agrochemical products, making it a valuable component in these industries.

Corrosion inhibitor potential

Investigated for use on metal surfaces 2-(benzylsulfanyl)-4,5-dihydro-1,3-thiazole has been researched for its possible application as a corrosion inhibitor, which could protect metal surfaces from degradation and extend their lifespan.

Upstream product

• 134469-06-0 thiazolidine-2-thione 
• 100-39-0 benzyl bromide 
• 412308-18-0 (2-hydroxy-ethyl)-dithiocarbamic acid benzyl ester 
• 100-44-7 benzyl chloride 
• 96-53-7 2-mercaptothiazoline 

Downstream Products

• 31285-73-1 3-benzoyl-2-benzylsulfanyl-4,5-dihydro-thiazolium; bromide 
• 49630-93-5 (3-acetyl-thiazolidin-2-ylidene)-cyano-thioacetic acid S-benzyl ester 
• 30760-51-1 3-(4-nitro-benzyl)-thiazolidine-2-thione 
• 50668-02-5 2-(1-phenyl-ethylsulfanyl)-4,5-dihydro-thiazole 
• 30760-56-6 2-Benzoylaminoethylbenzyldithiocarbonat 
• 49631-00-7 cyano-thiazolidin-2-ylidene-thioacetic acid S-benzyl ester 

Relevant academic research and scientific papers

Simple and convenient synthesis of 2-(substituted-benzylsulfanyl)-4,5- dihydrothiazoles and their antimicrobial activity studies

A simple and convenient procedure for the preparation of 2-(substitutedbenzylsulfanyl)-4,5-dihydrothiazoles by the reaction of 4,5-dihydro-thiazole-2-thiol and benzyl bromides in acetone/K2CO 3 condition has been reported.

Photoredox Reaction of 2-Mercaptothiazolinium Salts with Silyl Enol Ethers

A method for the generation of free radicals from thiazolinium salts upon photocatalytic reduction is described. The thiazolinium salts are generated by treatment with methyl triflate of 2-mercaptothiazolines, which can be readily obtained from alkyl bromides and tosylates via a nucleophilic substitution reaction or by hydrothiolation of alkenes. Silyl enol ethers were used to trap the radicals, furnishing ketones after successive single-electron oxidation and elimination of the silyl cation.

Synthesis method and application of 3-benzyl-1,3-thiazolidine-2-thione

The invention provides a synthesis method of 3-benzyl-1,3-thiazolidine-2-thione. The synthesis method comprises the following step of performing reaction on 1,3-thiazolidine-2-thione, an alkaline reagent and benzyl halide in a solvent to obtain the 3-benzyl-1,3-thiazolidine-2-thione. According to the synthesis method, an optimization condition of synthesizing the 3-benzyl-1,3-thiazolidine-2-thionethrough exploration, the yield of the 3-benzyl-1,3-thiazolidine-2-thione is 67.8 percent, and the purity reaches up to 99.99 percent. Further, when the 3-benzyl-1,3-thiazolidine-2-thione is synthesized with the method provided by the invention, 2-benzylthio-1,3-thiazolidine as an isomer can also be produced, and the two compounds both have higher activity in a herbicide and an insecticide. In addition, the invention also provides application of the 3-benzyl-1,3-thiazolidine-2-thione in the herbicide and the insecticide.

Synthesis and Fungicidal Activity of Simple Structural 1,3-Thiazolidine-2-Thione Derivatives

A series of simple structural 1,3-thiazolidine-2-thione derivatives with various substituents on the S-, N-, 4-, and 5-positions was synthesized with high yields from various vicinal amino alcohols via two steps and screened for their antifungal activity. Bioassay results reveal that some thiazolidine-2-thione derivatives show strong antifungal activities against P. capsici, G. zeae, S. sclerotiorum, A. alternata, B. cinerea, or R. solani. The SAR analysis indicates that N-acyl substituted and 4-alkyl substituents can enhance the antifungal activity. Notably, 4-isopropyl-N-propionylthiazoldine-2-thione shows excellent activity against B. cinerea and G. zeae with IC50 values at 3.7 g/mL and 6.5 g/mL, respectively, and 4-isobutyl-N-propionylthiazoldine-2-thione shows remarkable fungicidal activity against R. solani, S. sclerotiorum, and G. zeae with IC50 values at 1.0 g/mL, 12.1 g/mL, and 11.0 g/mL, respectively. GRAPHICAL ABSTRACT.

Reaction of 2-thiazolidinethione with halohydrocarbon: Synthesis of novel N-alkylated 2-thiazolidinethione and S-alkylated thiazoline derivatives

Reaction of 2-thiazolidinethione with halohydrocarbon in ethanol gave a series of N-alkylated 2-thiazolidinethione and S-alkylated thiazoline derivatives in excellent yields. The reaction was carried out under mild conditions using NaOH as a base and it did not require protection from air.

CsF-Celite, an efficient solid state reagent for the syntheses of thioesters and thioethers

Coupling reactions of a number of aliphatic, aromatic, and heterocyclic compounds bearing an acidic hydrogen atom attached to sulfur, with alkyl, acyl, benzyl, or benzoyl halides in acetonitrile with cesium fluoride-Celite are described. This procedure is convenient, efficient, and practical for the preparation of thioethers and thioesters. Springer-Verlag 2005.

An alternative approach towards the syntheses of thioethers and thioesters using CsF-Celite in acetonitrile

It has been found that syntheses of thioethers and thioesters of aliphatic, aromatic and heterocyclic compounds, bearing thiol groups, can be accomplished with alkyl, acyl, benzyl or benzoyl halides in acetonitrile and cesium fluoride-Celite. In this manner, compounds like ethanethiol, 1-pentanethiol, thiophenol, 4-methoxythiophenol, 4-nitrothiophenol, and 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, and 2-mercapto-2-thiazoline can be successfully alkylated, acylated, benzylated or benzoylated. This procedure is convenient, efficient and practical for the preparation of thioethers and thioesters.

Synthesis and Octopaminergic Agonist Activity of 2-(Substituted benzylamino)-2-thiazolines

2-(Substituted benzylamino)-2-thiazolines (SBAT) were synthesized by a hydrochloric acid-catalyzed cyclization of the corresponding thioureas, using a reaction of 2-methylthio-2-thiazoline with substituted benzylamines or by alkylating 2-amino-2-thiazoline. 2-(Alkylthio)-2-thiazolines were obtained by alkylating 2-mercaptothiazoline.Most of the SBAT compounds activated adenylate cyclase in homogenates of cockroach ventral nerve cords; the effect of introducing substituents at the phenyl of the SBAT compounds on octopaminergic agonist activity was not significant. 2--2-thiazolines and 2-(alkylthio)-2-thiazolines were not significant octopaminergic agonists.Washing removed nearly all of the activity of one of the SBAT compounds, suggesting that the SBAT compounds bound reversibly to the octopaminergic receptor.