3900-79-6

Usage

Uses

Used in Analytical Chemistry:
p-Toluenesulfonyl acetone hydrazone is used as a derivatizing agent for the detection and measurement of carbonyl compounds in complex mixtures. Its ability to stabilize and enhance the detection of these compounds makes it a valuable tool in analytical processes.
Used in Pharmaceutical Research:
p-Toluenesulfonyl acetone hydrazone is investigated as a potential anti-cancer agent due to its capacity to inhibit the growth of cancer cells. This property positions it as a candidate for further research and development in oncology.
Used in Neurodegenerative Disease Treatment:
p-Toluenesulfonyl acetone hydrazone is also being studied for its potential role in the treatment of neurodegenerative diseases, given its ability to protect against oxidative stress, a common factor in such conditions.

Upstream product

• 67-64-1 acetone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 
• 7626-72-4 N′,N′-dibenzyl-4-methylbenzenesulfonohydrazide 
• 624-31-7 4-tolyl iodide 
• 941-55-9 4-toluenesulfonyl azide 
• 77-76-9 2,2-dimethoxy-propane 
• 71265-00-4 Dimethyl-α-acetylmethylphosphonat-tosylhydrazon 

Downstream Products

• 79422-33-6 C₂₂H₂₅N₂O₃PS 
• 70-55-3 toluene-4-sulfonamide 
• 1448533-03-6 N-benzyl-N'-(propan-2'-ylidene)-4-methylbenzenesulfonohydrazide 
• 1448533-04-7 N-allyl-N'-(propan-2'-ylidene)-4-methylbenzenesulfonohydrazide 
• 30115-95-8 (Z)-3-(4-methoxy-phenyl)-acrylonitrile 
• 14482-11-2 (E)-p-methoxycinnamonitrile 
• 53484-52-9 tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 2419-67-2 (E)-1-(4-methoxyphenyl)-4,4-dimethylpent-1-en-3-one 
• 32097-05-5 4-methoxy-β,β-dimethylacrylophenone 
• 51227-29-3 2-methyl-1-(pyridin-3-yl)propan-1-one 
• 6126-11-0 3-methyl-1-tosyl-1H-pyrazole 
• 18713-58-1 1-(4-chlorophenyl)-2-methylpropan-1-one 
• 91011-12-0 2-<2-(p-tolylsulfonyl)hydrazino>propane 
• 16106-44-8 potassium tosylate 

Relevant academic research and scientific papers

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

Screening and Phenotypical Characterization of Schistosoma mansoni Histone Deacetylase 8 (SmHDAC8) Inhibitors as Multistage Antischistosomal Agents

Schistosomiasis (also known as bilharzia) is a neglected tropical disease caused by platyhelminths of the genus Schistosoma. The disease is endemic in tropical and subtropical areas of the world where water is infested by the intermediate parasite host, t

Copper(I)/Bpy-Catalyzed C-2-H Benzylation of Quinazolin-4(3H)-ones with N-Tosylhydrazones

A general and efficient copper-catalyzed C–H benzylation reaction of quinazolin-4(3H)-ones with N-tosylhydrazones is reported. The formation of new C(sp3)–C(sp2) bonds through cross-coupling occurs at the electron-poor C-2 position of quinazolin-4(3H)-one and represents an exceedingly practical method to afford 2-benzylated quinazolin-4(3H)-ones in moderate to good yields under mild reaction conditions. A possible reaction mechanism for this transformation was proposed. This catalytic transformation has the potential to be an important synthetic application for the late-stage functionalization of advanced synthetic intermediates.

I2-Promoted [4 + 2] cycloaddition of: In situ generated azoalkenes with enaminones: Facile and efficient synthesis of 1,4-dihydropyridazines and pyridazines

A facile and efficient strategy for the synthesis of 1,4-dihydropyridazines and pyridazines through I2-promoted [4 + 2] cycloaddition of in situ generated azoalkenes with enaminones has been developed. The switch in selectivity is attributed to the judici

Rapid Synthesis of N-Tosylhydrazones under Solvent-Free Conditions and Their Potential Application Against Human Triple-Negative Breast Cancer

Some N-tosylhydrazone derivatives were effectively synthesized under solvent-free conditions by using a grinding method at room temperature. The short reaction time, clean and mild process with simple workup and easy purification of the target compounds w

Zinc-promoted cyclization of tosylhydrazones and 2-(dimethylamino)malononitrile: An efficient strategy for the synthesis of substituted 1-tosyl-1: H -pyrazoles

A Zn(OTf)2-promoted cyclization reaction of tosylhydrazones with 2-(dimethylamino)malononitrile has been successfully developed providing an efficient strategy for the synthesis of substituted 1-tosyl-1H-pyrazoles.

Preparation of unsymmetrical ketones from tosylhydrazones and aromatic aldehydes via formyl C-H bond insertion

Preparation of ketones by insertion of diazo compounds into the formyl C-H bond of an aldehyde is an attractive procedure, but use of structurally diverse diazo compounds is hampered by preparation and safety issues. A convenient procedure for the synthesis of unsymmetrical ketones from bench-stable tosylhydrazones and aryl aldehydes is reported. The procedure can be performed in one pot from the parent carbonyl compound and needs only a base, with no additional promoters being required.

N-Alkylation of tosylhydrazones in the presence of triphenylphosphine

An efficient N-alkylation reaction of tosylhydrazones was developed in the presence of triphenylphosphine; triphenylphosphine played a key role in the transformation. A range of N-alkylated tosylhydrazones were prepared in good to high yields.

Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: Scope of the three-component synthesis of N-aminosulfonamides

By using DABCO·(SO2)2, DABSO, as a solid bench-stable SO2-equivalent, the palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides has been achieved. N,N-Dialkylhydrazines are employed as the N-nucleophiles and provide N-aminosulfonamides as the products in good to excellent yields. The reactions are operationally simple to perform, requiring only a slight excess of SO 2 (1.2-2.2 equiv.), and tolerate a variety of substituents on the halide coupling partner. Variation of the hydrazine component is also demonstrated. The use of N,N-dibenzylhydrazine as the N-nucleophile delivers N-aminosulfonamide products that can be converted into the corresponding primary sulfonamides using a high-yielding, telescoped, deprotection sequence. The ability to employ hydrazine·SO2 complexes as both the N-nucleophile and SO2 source is also illustrated.

Tosylhydrazines by the Reduction of Tosylhydrazones with Triethylsilane in Trifluoroacetic Acid

Tosylhydrazines were easily prepared by the reduction of tosylhydrazones with triethylsilane in the presence of trifluoroacetic acid.