Synonyms:hydron;4-methylbenzenesulfonate;SCHEMBL11581865
95%min *data from raw suppliers
p-Toluenesulfonic acid monohydrate 98 *data from reagent suppliers
C
There total 381 articles about Hydron;4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
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The study presents the synthesis and characterization of novel, highly colored benzopentalenonaphthalenones derived from the intramolecular capture of a merocyanine moiety from diarylmethanol-substituted 2H-naphtho[1,2-b]pyrans under acidic conditions. These compounds exhibit interesting photochromic properties, changing color upon irradiation with ultraviolet light and reverting to colorless upon cessation of irradiation. The researchers also observed that the coloration was influenced by the electronic and steric properties of the substituents. Further, they explored the cascade process that leads to the formation of these compounds, involving initial intramolecular trapping of a cation and subsequent cyclization, tautomerization, and oxidation steps. The study provides insights into the design of new functional dyes with potential applications in areas such as dye-sensitized solar cells, photodynamic therapy, and sensor systems.
The research presents a new and milder procedure for the synthesis of N-protected α-aminoalkylphosphorylic compounds through the amidoalkylation of hydrophosphorylic compounds. The study involves the reaction of alkyl carbamates, aldehydes, and hydrophosphorylic compounds in acetic anhydride/acetyl chloride. The main reactants include dialkyl phosphites, diethylphosphinous acid, alkylphosphonous acids, methyl and ethyl carbamates, and aldehydes. The experiments led to the isolation of N,N-benzylidene- and N,N-alkylidenebiscarbamates as intermediates for the first time and provided evidence for a new reaction mechanism involving an Arbuzov-type reaction step. The analysis involved the use of 31P NMR spectroscopy to observe the formation of intermediate P–OAc derivatives and the monitoring of reaction yields under various conditions. The study also compared the effectiveness of different catalysts, such as trifluoroacetic acid (TFA) and p-toluenesulfonic acid (TSA), on the reaction yields. The results contribute to a better understanding of the amidoalkylation process and offer an improved method for synthesizing N-protected α-aminoalkylphosphorylic compounds, which are potential substrates in combinatorial peptide synthesis.
The study focuses on the stereoselective synthesis of (3E)-3-(alkoxymethyl)alk-3-en-2-ones, which are compounds with trisubstituted alkene moieties found in various natural products. The researchers used Baylis-Hillman adducts, specifically 4-hydroxy-3-methylenealkan-2-ones, as starting materials and methanol or ethanol as reactants to achieve the desired transformation under acidic conditions, catalyzed by p-toluenesulfonic acid. The purpose of these chemicals was to selectively produce (3E)-3-(methoxymethyl)alk-3-en-2-ones and (3E)-3-(ethoxymethyl)alk-3-en-2-ones with high yields, addressing a significant challenge in synthetic organic chemistry—the stereoselective construction of trisubstituted alkenes.
The research aimed to evaluate the influence of a sterically less demanding substituent at C(2) on the regioselectivity of Fischer indolization and to gain insight into the stereolability of pyrrolocarbazoles obtained from β-amino ketones. The study concluded that the α-carbon of the amino ester in polycyclic proline analogues showed stereolability in an acetic medium at 80–90°C, and there is a possibility of epimerization or racemization in pyrrolo[3,2-c] and pyrrolo[2,3-b]carbazoles when working with acetic or p-toluenesulfonic acid, as these compounds are prone to retro-Pictet Spengler and fragmentation processes, leading to the loss of their stereochemical integrity. Key chemicals used in the process included enantiopure 2-methoxycarbonyl-cis-octahydroindol-6-ones, acetic acid (AcOH), p-toluenesulfonic acid (TsOH), phenylhydrazine, and L-tyrosine as the chiral starting material.
The research focuses on the nucleophilic cycloaromatization of ynamide-terminated enediynes, which are compounds with potential applications in the development of new antibiotics. The study aims to understand how the introduction of a nitrogen atom at one of the acetylenic termini of benzannulated cyclic enediynes affects the Bergman cyclization, a reaction known for its role in the cytotoxicity of certain enediyne antibiotics. The researchers found that this nitrogen substitution completely suppresses the conventional radical Bergman reaction, favoring a polar cycloaromatization process catalyzed by acids. This reaction proceeds via initial protonation of the ynamide fragment, leading to the formation of a ketenimmonium cation that cyclizes to produce a naphthyl cation. The naphthyl cation can then react with nucleophiles or undergo Friedel-Crafts addition to aromatic compounds. The research concluded that the size of the ring in the enediyne structure plays a significant role in determining the reaction outcome, with smaller rings favoring cyclization. The chemicals used in this process include various enediynes with different ring sizes, ynamide-terminated enediynes, p-toluenesulfonic acid as a catalyst, and a range of solvents such as alcohols, benzene, and 1,4-cyclohexadiene. The study provides insights into the reactivity of these complex organic molecules and contributes to the understanding of their potential as antineoplastic agents.
The study presents an eco-friendly and cost-effective method for the tosylation of alcohols and selective monotosylation of diols using p-toluenesulfonic acid with metal-exchanged montmorillonite clay as a catalyst. The Fe3+-montmorillonite clay demonstrated the highest effectiveness among the tested catalysts, outperforming Zn2+, Cu2+, Al3+-exchanged montmorillonites and K10 montmorillonite. This method allows for the regioselective tosylation of diols to monotosylated derivatives with high purity, favoring the primary hydroxy group in the presence of secondary hydroxy groups. The catalyst's reusability over several cycles was consistent, as shown in the tosylation of cyclohexanol. This approach minimizes by-product formation, typically just water, and offers advantages such as ease of catalyst recovery, recyclability, and enhanced stability compared to traditional methods using sulfonyl chloride or anhydride with organic bases.
The study presents a Pd/C-catalyzed method for the deoxygenation of phenolic hydroxyl groups in phenol derivatives, converting them into aryl triflates or mesylates using magnesium metal in methanol (MeOH) at room temperature. The key innovation is the use of ammonium acetate (NH4OAc) as an additive, which significantly enhances the reaction's reactivity and rate. This approach is environmentally friendly, widely applicable, and operates under mild conditions without the need for a phosphine ligand or hydrogen gas. The method is effective for a variety of aryl triflates and mesylates, offering a practical and efficient route for deoxygenation in synthetic organic chemistry. The researchers also explored the reaction mechanism, suggesting that it involves an initial single electron transfer (SET) from magnesium to the palladium-activated aromatic ring, leading to the formation of an anion radical that subsequently eliminates the (trifluoro)methane sulfonic anion to produce the reduced arene product.
The research presents a straightforward and efficient method for synthesizing spiro[pyrimido[4,5-b]quinoline-5,5-pyrrolo[2,3-d]pyrimidine] and spiro[indoline-pyrido[2,3-d:6,5-d]dipyrimidine] derivatives through a cyclocondensation reaction of 2,6-diaminopyrimidin-4(3H)-one and isatins in refluxing ethanol. The reaction utilizes a catalytic amount of p-toluene sulfonic acid (p-TSA) as a catalyst and yields the desired spirocyclic compounds in high percentages (ranging from 78% to 90%). The synthesized compounds are characterized using infrared (IR) spectroscopy, proton (1H) and carbon (13C) nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analysis, which confirm their structures and purity. The study also explores the reaction with N-alkylisatins, leading to the formation of different products, and proposes plausible mechanisms for the observed reactions.
The study investigates the physical and spectral properties of a series of heterocyclic compounds, including 2-aryl-1,3-dioxolanes, 1,3-dithiolanes, 1,3-oxathiolanes, and 1,3-N,N-dimethyl imidazolidines. These compounds were synthesized using standard procedures, with aldehydes and glycols (or their heteroanalogues) as starting materials, and p-toluene sulfonic acid as a catalyst. The study focuses on characterizing these compounds through their densities, refractive indexes, melting and boiling points, and infrared (IR) and nuclear magnetic resonance (NMR) spectra. Key findings include the identification of characteristic IR bands between 10.0 and 11.1 microns (1000 to 901 cm?1) for the heterocyclic five-membered ring, which are useful for analysis in the presence of typical starting materials. The NMR spectra reveal distinct chemical shifts for the benzylic hydrogens of these heterocyclic systems, which are insensitive to substituents on the phenyl rings. The study aims to provide detailed spectral data for these compounds to support further kinetic investigations, such as autoxidations, hydrolyses, and hydrogen abstraction reactions.
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