6325-92-4

Usage

Uses

Used in Organic Synthesis:
2-(Benzylthio)aniline is used as a key intermediate in the synthesis of various organic compounds for different applications. Its unique structure allows it to be a versatile building block in the creation of dyes, pharmaceuticals, and agrochemicals, contributing to the development of new and improved products in these industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(Benzylthio)aniline is used as a precursor for the development of new drugs. Its chemical properties make it suitable for the synthesis of compounds with potential therapeutic applications, including those targeting bacterial and fungal infections due to its inherent antibacterial and antifungal activities.
Used in Agrochemical Industry:
2-(Benzylthio)aniline is utilized as a starting material in the production of agrochemicals, such as pesticides and fungicides. Its biological properties enable the development of effective agents to protect crops from diseases and pests, thereby contributing to increased agricultural productivity and food security.
Used in Dye Industry:
In the dye industry, 2-(Benzylthio)aniline is employed as a raw material for the synthesis of various dyes. Its chemical structure allows for the creation of dyes with specific color properties, which can be used in a wide range of applications, including textiles, plastics, and printing inks.

Upstream product

• 22057-44-9 1-(benzylsulfanyl)-2-nitrobenzene 
• 100-44-7 benzyl chloride 
• 137-07-5 2-amino-benzenethiol 
• 615-43-0 2-iodophenylamine 
• 100-39-0 benzyl bromide 
• 615-36-1 2-bromoaniline 
• 1408300-21-9 2-amino-S-cinnamylthiophenol 
• 4875-10-9 o-nitrothiophenol 
• 105903-46-6 S-benzyl ortho-aminothiophenol hydrochloride 
• 1421772-90-8 2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 100-53-8 phenylmethanethiol 
• 77053-20-4 2-(2-propen-1-ylsulfanyl)aniline 

Downstream Products

• 101418-87-5 2-(phenylazo)phenyl benzyl thioether 
• 883-93-2 2-Phenylbenzothiazole 
• 91435-60-8 2-benzylthio-N-benzylideneaniline 
• 93681-54-0 N-(2-(benzylthio)phenyl)benzamide 
• 200940-78-9 (2-benzylsulfanyl-phenyl)-o-tolyl-diazene 
• 107344-52-5 1-(2-benzylthiophenyl)pyrrole 
• 19357-26-7 N-(o-benzylthiophenyl)phthalimide 
• 398469-59-5 2-(N-benzyl)amino-S-benzylthiophenol 
• 137-07-5 2-amino-benzenethiol 
• 614734-69-9 benzo[b]thiophene-2-carboxylic acid (2-benzylsulfanyl-phenyl)-(3-methylamino-propyl)-amide 
• 5325-20-2 2H-1,4-benzothiazin-3-one 
• 30015-69-1 4-methyl-2-phenyl-2H-1,4-benzothiazine-⁽³⁾-one 
• 91435-53-9 4-Methyl-2-phenyl-3,4-dihydro-2H-benzo[1,4]thiazine 
• 91435-54-0 4-Methyl-1,1-dioxo-2-phenyl-1,4-dihydro-2H-1λ⁶-benzo[1,4]thiazin-3-one 

Relevant academic research and scientific papers

2-benzylthio-aniline croconic acid cyanine chemical sensor capable of identifying Hg and preparation method of chemical sensor

The invention relates to a 2-benzylthio-aniline croconic acid cyanine chemical sensor capable of identifying Hg and a preparation method of the chemical sensor. The preparation method comprises steps as follows: 2-benzylthio-aniline is synthesized from 2-aminothiophenol and benzyl chloride, and a 2-benzylthio-aniline croconic acid cyanine dye compound is synthesized from 2-benzylthio-aniline and croconic acid. The chemical sensor and the preparation method have beneficial effects as follows: the synthetic process is relatively simple, reaction conditions are easy to control, and the prepared 2-benzylthio-aniline croconic acid cyanine dye has excellent optical performance and optical stability. When the 2-benzylthio-aniline croconic acid cyanine dye is used for identifying Hg, colorof a solution also changes besides change of an absorption spectrum, so that the 2-benzylthio-aniline croconic acid cyanine dye has a colorimetric identification function and facilitates detection for Hg. Besides, the 2-benzylthio-aniline croconic acid cyanine dye has good selectivity and anti-interference performance for identification of Hg.

The invention relates to a thiourea as the sulfur source synthesis of substituted 2 - aryl benzo thiazole

The invention discloses a method for synthesizing poly-substituted 2-aryl benzothiazoles by utilizing thiourea as a sulphur source. According to the method, thiourea reacts with benzyl chloride to generate an S-benzylisothiourea salt in situ. After that, through the aromatic nucleophilic substitution reaction of the obtained S-benzylisothiourea salt with 2-fluoronitrobenzene and then the one-step reduction (one-pot reaction) process, o-amino phenyl benzyl thioether as an intermediate product can be obtained. Finally, through the iron-catalyzed cross-dehydrogenative-coupling reaction of the o-amino phenyl benzyl thioether, a target product can be obtained. Compared with the traditional synthetic method, the method has the significant advantages of (1) short reaction step, wherein the target product can be synthesized through only three steps of simple reactions by utilizing simple chemical raw materials; (2) mild reaction condition, high atom economy, and relatively safe and cheap reaction reagents; (3) high reaction yield, good substrate tolerance and free of any dangerous or high-toxicity reagent. Therefore, the method might be applied to the large-scale production.

Eco-compatible three component strategies for C-S bond formation in thioether and S-aryl-carbamodithioate compounds catalyzed by copper(II) nanoparticles supported on modified AlPO4

One-pot and three components C-S bond formation reactions in thioethers and S-aryl-carbamodithioates have been catalyzed by a copper heterogeneous nano-catalyst supported on modified AlPO4 under different reaction conditions. The above-mentioned nano-catalyst has been characterized by various techniques such as SEM, TEM, AFM, XRD, FT-IR, UV–Vis, CV, BET, TGA, ICP and XPS spectrometry and its particle size was estimated to be between 60–110?nm. Finally, the reusability of the catalyst up to ten cycles without any significant leaching is one of the outstanding properties of the catalyst.

Palladium nanoparticles stabilized by aqueous vesicles self-assembled from a PEGylated surfactant ionic liquid for the chemoselective reduction of nitroarenes

Vesicles self-assembled from an aqueous PEGylated surfactant ionic liquid solution can be applied for stabilizing palladium nanoparticles, which prove to be an efficient catalytic system for chemoselective hydrogen transfer of nitroarenes using hydrazine hydrate as a hydrogen source. The particle sizes of vesicles are decreased with the increase of ionic liquid's concentrations and relatively small particle sizes are beneficial to the reduction. Moreover, the aqueous catalytic system still stays in reactor by simple extraction, and is reused without further treatment.

Iron(ii)-catalyzed sulfur directed C(sp3)-H bond amination/C-S cross coupling reaction

An efficient iron(ii)-catalyzed sulfur directed C(sp3)-H bond amination/C-S cross coupling reaction has been developed. The reaction had high tolerance of functional groups under moderate conditions. The results of a deuterium labeling study and in situ ESI-MS experiments indicated that the reaction mechanism probably corresponds to a Fe(ii)/Fe(iii) catalytic cycle.

Radical Route to 1,4-Benzothiazine Derivatives from 2-Aminobenzenethiols and Ketones under Transition-Metal-Free Conditions

Transition-metal-free radical access to 1,4-benzothiazine derivatives from o-aminobenzenethiols is disclosed. This procedure is available for various ketones including α,β-unsaturated, cyclic, linear, and fluoroalkyl ketones to generate a number of 1,4-benzothiazines, which exist in numerous bioactive and natural molecules, rendering this protocol attractive to both synthetic and medicinal chemistry.

An odorless, one-pot synthesis of nitroaryl thioethers via SNAr reactions through the in situ generation of S-alkylisothiouronium salts

A newly developed C-S bond formation nucleophilic aromatic substitution (SNAr) reaction in aqueous Triton X-100 (TX100) micelles has been disclosed. This chemistry, in which odorless, cheap and stable thiourea in place of thiols is used as the sulfur reagent, provides an efficient approach for the generation of nitroaryl thioethers, which are useful structural units of many bioactive molecules, rendering this methodology attractive to both synthetic and medicinal chemistry.

Ortho-Aminothiophenol Compounds and Uses Thereof

A method for treating or preventing a microbial infection in a subject in need thereof, the method comprising administering to the subject, a therapeutically effective amount of a compound of Formula Ia, a compound of Formula IIa, one or more compounds of Formula Ia or Formula IIa complexed with a metal core, or a pharmaceutically acceptable salt, prodrug or hydrate thereof.

DFT and experimental study of the structure and vibrational spectra of 2-(benzylthio)-N-{pyridinylmethylidene}anilines

2-(Benzylthio)-N {pyridine-4-ylmethylidene}aniline was prepared by reaction of S-benzyl ortho-aminothiophenol with 4-pyridine carboxaldehyde and characterized by NMR, IR and Raman spectroscopy and mass spectrometry. The structure and the vibrational analysis of the series of 2-, 3-, and 4-pyridine derivatives was performed based on a comparative computational methodology study with the density functionals B3LYP and B3PW91 and the basis sets LanZ2DZ and 6-31++G(d,p). Comparison of computational results with single crystal X-ray diffraction results of 2-(benzylthio)-N {pyridine-3-ylmethylidene}aniline allowed the evaluation of structure predictions and confirmed B3PW91/6-31++G(d,p) as most accurate for structure determination of the four investigated levels of theories. B3LYP and B3PW91 with the LanL2DZ basis set consistently outperformed calculations for IR and Raman vibrational estimations when compared to level of theories using the 6-31++G(d,p) basis set. Application of scaling factors for IR and Raman frequency predictions showed excellent agreement with experimental values and supported the assignment of the major contributors of the vibration modes of the three pyridine pendant compounds. Overall, B3PW91/LanL2DZ level of theory showed best performance in accuracy and low computational cost for structural and vibrational analysis for the series of 2-(benzylthio)-N-{pyridinylmethylidene}anilines.

Synthesis and characterization of donor-functionalized N,S-compounds containing the ortho -aminothiophenol motif

A series of twenty S-benzyl ortho-aminothiophenol and S,S-xylylene-bridged bis(ortho-aminothiophenol) compounds and their imine derivatives have been synthesized in moderate to excellent yields and characterized. The syntheses were optimized, including large-scale syntheses, and an improved purification method involving the HCl salt was developed. This paper also serves as a comprehensive review of xylylene-bridged bis(ortho-aminothiophenol) compounds. Georg Thieme Verlag Stuttgart New York.