28495-72-9

Usage

Uses

Used in Chemical Synthesis:
3-Pentanone p-Toluenesulfonylhydrazone is used as a reagent in the synthesis of various compounds across different industries. Its capacity to undergo multiple types of chemical reactions makes it a key component in the creation of a wide array of products.
Used in Analytical Chemistry:
In the field of analytical chemistry, 3-Pentanone p-Toluenesulfonylhydrazone is utilized for the determination of carbonyl compounds in mixtures. Its selective reaction with carbonyl groups allows for accurate identification and quantification of these compounds, which is crucial for quality control and research purposes.
Used in Preparative Chemistry:
3-Pentanone p-Toluenesulfonylhydrazone is employed as a valuable tool in preparative chemistry due to its ability to form stable crystalline complexes. This property is particularly useful in the purification and isolation of specific compounds, contributing to the efficiency and effectiveness of chemical preparation processes.

Upstream product

• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 96-22-0 pentan-3-one 

Downstream Products

• 33143-15-6 (2-ethylbut-1-en-1-yl)benzene 
• 1338091-93-2 N-allyl-4-methyl-N'-(pentan-3-ylidene)benzenesulfonohydrazide 
• 1393683-26-5 1-(3-ethylpent-2-en-1-yl)-4-methoxybenzene 
• 39178-63-7 2-(pentan-3-yl)benzofuran 
• 1094374-92-1 1-(4-chlorophenyl)-2-ethylbutan-1-one 
• 1276088-25-5 3-ethyl-4-methyl-1-tosyl-1H-pyrazole 
• 18421-23-3 (E)-1-methoxy-4-(pent-2-en-3-yl)benzene 
• 101541-94-0 5,8b-Dihydro-8b-methyl-7-phenyl-6H-1,2,3-thiadiazolo<5,4-c><1,2,4>triazolo<1,2-a>pyridazin-6,8(7H)-dion 

Relevant academic research and scientific papers

Synthetic Routes for Heteroatom-Containing Alkylated/Arylated Polycyclic Aromatic Hydrocarbons

Synthetic routes for heteroatom-containing polycyclic aromatic hydrocarbons (H-PAHs) with alkyl and aryl substitution are demonstrated. Three H-PAHs, including heteroatom-containing rubicenes (H-rubicenes), angular-benzothiophenes (ABTs), and indenothioph

Umpolung-like Cross-coupling of Tosylhydrazones with 4-Hydroxy-2-pyridones under Palladium Catalysis

Tosylhydrazones under palladium catalysis were found to perform cross-coupling reactions with 4-hydroxy-2-pyridones. The umpolung-like reactivity, between the α-carbon of tosylhydrazone and the 3-position of the heterocycle, which is observed in the obtai

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.

Csp2-N bond formation via ligand-free Pd-catalyzed oxidative coupling reaction of N -tosylhydrazones and indole derivatives

In a fresh approach to the synthesis of N-vinylazoles, a ligand-free palladium catalytic system was found to promote the Csp2-N bond-forming reaction utilizing N-tosylhydrazones and N-H azoles. This process shows functional group tolerance; di-, tri-, and tetrasubstituted N-vinylazoles were obtained in high yields. Under the optimized conditions, the reaction proceeds with high stereoselectivity depending on the nature of the coupling partners.

The benzyne Fischer-indole reaction

A new approach to the Fischer-indole synthesis is reported that uses the reactive intermediate benzyne. The addition of N-tosyl hydrazones to arynes, generated through fluoride activation of 2-(trimethylsilyl)phenyl triflate precursors, leads to efficient

Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill

A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones.

Pd-catalyzed C=C double-bond formation by coupling of N-tosylhydrazones with benzyl halides

Pd-catalyzed reaction of N-tosylhydrazones with benzyl halides affords di- and trisubstituted olefins In high yields with excellent stereoselectivity. This coupling reaction Is supposed to proceed through a migratory insertion of Pd carbene species.

4-Alkenyl-1,2,3-thiadiazoles

The title compounds 5 are prepared from the corresponding alkyl derivatives by bromination/dehydrobromination (route A) or by Wittig reaction (route B). 4-Phenyl-4H-1,2,4-triazole-3,5-dione yields the monoadducts 12 by maintenance of the thiadiazole ring.