3899-93-2

Usage

Uses

Used in Organic Synthesis:
Phenol,4-amino-, 1-(4-methylbenzenesulfonate) is used as a reagent in organic synthesis for the preparation of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the synthesis of complex molecules.
Used in Pharmaceutical Preparation:
In the pharmaceutical industry, Phenol,4-amino-, 1-(4-methylbenzenesulfonate) is used as a reagent in the preparation of pharmaceuticals. Its ability to form various chemical bonds and its potential biological activities make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry Research:
Phenol,4-amino-, 1-(4-methylbenzenesulfonate) is also of interest in the field of medicinal chemistry. Researchers are studying its potential biological activities to better understand its properties and explore its use in the development of new pharmaceuticals and treatments for various diseases and conditions.

Upstream product

• 536-57-2 p-toluene sulfinic acid 
• 100-65-2 N-Phenylhydroxylamine 
• 586-96-9 Nitrosobenzene 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 123-30-8 4-amino-phenol 
• 98-59-9 p-toluenesulfonyl chloride 
• 100-02-7 4-nitro-phenol 
• 6324-15-8 toluene-4-sulfonic acid 4-bromo-phenyl ester 
• 301337-51-9 toluene-4-sulfonic acid 4-acetylaminophenyl ester 
• 106-45-6 para-thiocresol 

Downstream Products

• 301337-51-9 toluene-4-sulfonic acid 4-acetylaminophenyl ester 
• 84573-28-4 4-{[(4-methylphenyl)sulfonyl]amino}phenyl 4-methylbenzenesulfonate 
• 86317-97-7 N-<4-(4-Methylphenylsulfonyloxy)phenyl>-N'-(4-nitrophenyl)benzamidin 
• 86317-94-4 N-<4-(4-Methylphenylsulfonyloxy)phenyl>-N'-phenylbenzamidin 
• 196208-57-8 4-azidophenyl tosylate 
• 899438-84-7 4-amino-3-bromophenyl 4-methylbenzenesulfonate 
• 255375-70-3 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl 4-methylbenzenesulfonate 
• 24541-43-3 4-azidophenol 
• 1309672-22-7 C₂₀H₂₂N₂O₄S 
• 1309672-44-3 C₂₀H₂₀N₂O₄S 
• 1311946-59-4 4-[3-(2-chloroethyl)ureido]phenyl 4-methylbenzenesulfonate 
• 1311946-43-6 4-(2-oxoimidazolidin-1-yl)phenyl 4-methylbenzenesulfonate 
• 1351762-66-7 toluene-4-sulfonic acid 4-[bis(3-chlorobenzyl)amino]phenyl ester 
• 1351762-67-8 toluene-4-sulfonic acid 4-[bis(4-chlorobenzyl)amino]phenyl ester 

Relevant academic research and scientific papers

A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride

The first mild, in situ, single-pot, high-yielding well-screened copper (II) salt-based catalyst system utilizing the hydrogen surrogacy of sodium borohydride for selective hydrogenation of a broad range of nitro substrates into the corresponding amine under habitancy of water or methanol like green solvents have been described. Moreover, this catalytic system can also activate various functional groups for hydride reduction within prompted time, with low catalyst-loading, without any requirement of high pressure or molecular hydrogen supply. Notably, this system explores a great potential to substitute expensive traditional hydrogenation methodologies and thus offers a greener and simple hydrogenative strategy in the field of organic synthesis.

Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor

Novel approaches for N- and O-desulfonylation under room temperature (rt) and transition-metal-free conditions have been developed. The first methodology involves the transformation of a variety of N-sulfonyl heterocycles and phenyl benzenesulfonates to the corresponding desulfonylated products in good to excellent yields using only KOtBu in dimethyl sulfoxide (DMSO) at rt. Alternately, a visible light method has been used for deprotection of N-methyl-N-arylsulfonamides with Hantzsch ester (HE) anion serving as the visible-light-absorbing reagent and electron and hydrogen atom donor to promote the desulfonylation reaction. The HE anion can be easily prepared in situ by reaction of the corresponding HE with KOtBu in DMSO at rt. Both protocols were further explored in terms of synthetic scope as well as mechanistic aspects to rationalize key features of desulfonylation processes. Furthermore, the HE anion induces reductive dehalogenation reaction of aryl halides under visible light irradiation.

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Hexafluoro-2-propanol-assisted quick and chemoselective nitro reduction using iron powder as catalyst under mild conditions

Hexafluoro-2-propanol as the promoter for the quick nitro reduction using a combination of iron powder and 2 N HCl aqueous solution is reported. This methodology has several positive features, as it is of room temperature, remarkably short reaction time. A wide range of substrates including those bearing reducible functional groups such as aldehyde, ketone, acid, ester, amide, nitrile, halogens, even allyl, propargyl and heterocycles are chemoselectively reduced in good to excellent yields, even on gram scale. Notably, the highly selective reduction of 3-nitrophenylboronic acid is achieved quantitatively. The reduction is also tolerant of common protecting groups, and aliphatic nitro compound, 1-nitrooctane can be reduced successfully.

Photosensitive chiral self-assembling materials: Significant effects of small lateral substituents

Novel azobenzene-based photosensitive mesogens with lactate chiral units were synthesized. In order to modify the rate of the thermal Z-E isomerization of these compounds, small lateral substituents were introduced into their core in the proximity of the azo group. The influence of lateral substitution on the kinetics of the Z-E isomerization, mesomorphic behaviour, and UV-Vis absorption spectra was studied. It was found that the position of the substituents in the azobenzene core significantly affects the rate of their thermal isomerization. The stability of Z-isomers of several studied compounds is comparable to that of compounds with complex molecular structures designed for optical data storage. Although lateral substitution influences the breadth/length ratio of the core, liquid-crystalline properties of the studied materials have been preserved.

Synthesis of sulfonamides and sulfonic esters via reaction of amines and phenols with thiols using H2O2-POCl3 system

Phosphorus oxychloride efficiently promoted the synthesis of sulfonamides and sulfonic esters from thiols with hydrogen peroxide in the presence of Amberlite IRA-400 (OH-). This method has been applied to a variety of substrates including nucleophilic and sterically hindered amines, and also phenols with excellent yields of sulfonamides and sulfonic esters. In most cases these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity.

Design, synthesis, and biological evaluation of sulfonic acid ester and benzenesulfonamide derivatives as potential CETP inhibitors

Epidemiological studies have established an inverse relationship between plasma high-density lipoprotein (HDL) cholesterol concentration, and incidence of coronary artery disease (CAD); thus, the development of novel therapies that attempt to exploit the atheroprotective functions of HDL is a major goal. Inhibition of cholesteryl ester transfer protein (CETP) is one of the approaches targeted to increase HDL cholesterol concentration. CETP is a glycoprotein involved in transporting lipoprotein particles and neutral lipids between HDL and low-density lipoproteins (LDL), and therefore CETP inhibitors could be useful agents in the future for treating dyslipidemia and related disorders. Guided by our previously reported pharmacophore and QSAR models for CETP inhibition, we synthesized and bioassayed a series of sulfonic acid ester and benzenesulfonamide derivatives that can serve as a promising lead compounds for the development of potential and selective CETP inhibitors. The most potent compound 6k illustrated an IC50 of 3.4 lM. Springer Science+Business Media, LLC 2011.

ALKYLUREA DERIVATIVES ACTIVE AGAINST CANCER CELLS

Compounds of formula (I) : wherein A, m, n, R1, X, Y, R2, R3, R4, R5 and R6, as defined herein are provided as useful for the treatment of cancer or for the manufacture of anti-cancer agents.

SUBSTITUTED 2-IMIDAZOLIDONES AND ANALOGS

Compounds of formula (I): wherein R1, R2, R3, R4, R7, R6, R7, R8, R9, A, X and Y as defined herein are provided as useful for the treatment of cancer or for

A DNA-templated catalyst: The preparation of metal-DNA nanohybrids and their application in organic reactions

Different kinds of metal-DNA nanohybrids are synthesized from cheap natural DNA on a large scale. These air-stable M-DNA nanohybrids maintain the advantages of both DNA and the metal nanoparticles, which exhibit reversible solubility and high catalytic activities. Moreover, the M-DNA nanohybrids could be easily reused for several cycles.