23300-99-4

Upstream product

• 271-44-3 benzimidazole 
• 107135-19-3 N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 85865-05-0 N’-(2-iodobenzylidene)-4-methylbenzenesulfonohydrazide 
• 1228681-08-0 (E)-N'-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 158918-49-1 N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide 
• 23300-97-2 2-tosyl-2H-indazole 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 271-42-1 2H-indazole 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 4838-00-0 2-methyl-2H-indazole 
• 13436-48-1 1-methyl-1H-indazole 
• 271-44-3 benzimidazole 
• 74897-45-3 2-acetyl-3-amino-N-tosylindole 
• 74897-46-4 3-amino-1-(p-tosyl)indole-2-carbonitrile 
• 80289-14-1 5,11-Dihydro-11-oxo-10-tosyl-10H-indolo<3,2-b>chinolin 
• 31659-28-6 N-(2-Cyanophenyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Selective N1-Acylation of Indazoles with Acid Anhydrides Using an Electrochemical Approach

An electrochemical synthesis method for the selective N1-acylation of indazoles has been developed. This "anion pool" approach electrochemically reduces indazole molecules generating indazole anions and H2. Acid anhydrides are then introduced to the solution resulting in selective acylation of the N1-position of the indazoles. This procedure can also be applied to the acylation of benzimidazoles and indoles. The reaction can also be performed using a 9 V battery without loss of reaction efficiency.

Molecular modeling, synthesis, antibacterial and cytotoxicity evaluation of sulfonamide derivatives of benzimidazole, indazole, benzothiazole and thiazole

A new series of heterocyclic molecules bearing sulfonamide linkage has been synthesized and screened for antibacterial activity. During antibacterial screening using broath dilution method, molecules were found to be highly active (MIC value 50–3.1 μg/mL)

Copper-Catalyzed Isomerization and Cyclization of E/Z-o-Haloaryl N-Sulfonylhydrazones: Convenient Access to 1H-Indazoles

The isomerization of the C=N double bond in hydrazones has drawn considerable attention because of its potential for application in a broad range of chemical transformations. Generally, this isomerization can be realized either photochemically or thermall

Preparation method of indazole and application of indazole in medicine synthesis

The invention belongs to the field of chemicals, and relates to a preparation method of indazole and an application of the indazole in medicine synthesis. The invention discloses a preparation method of indazole and an application of the indazole in synthesizing 1H-indazole-3-carboxylic acid, lonidamine, a compound 8, a compound 9, a compound 10, axitinib, YD-3, YC-1 and similar substances thereof.

Copper(I) Oxide-Mediated Cyclization of o-Haloaryl N-Tosylhydrazones: Efficient Synthesis of Indazoles

An efficient synthesis of indazoles from readily accessible E/Z mixtures of o-haloaryl N-tosylhydrazones has been developed. The thermo-induced isomerization of N-tosylhydrazones is discussed. A series of valuable indazole derivatives are prepared in good yields, and the method has been successfully applied to the synthesis of the bioactive compounds, lonidamine, AF-2785, axitinib, YC-1 and YD-3.

Nucleophilic substitution at a four-coordinate sulfur atom. IV. Reactivity of anionic nitrogen-containing nucleopiles

The second-order rate constants for reactions of anions derived from azoles, arenesulfonamides, and arenesulfonohydrazides with aryl toluenesulfonates and methyl iodide in 5% aqueous ethanol (μ 1.0) at 25°C were compared with corresponding rate constants for aliphatic and heterocyclic amines. The kinetic behavior of neutral and anionic nitrogen-containing bases in reactions involving acyl (4-nitrophenyl acetate and 4-nitrophenyl heptanoate) and toluenesulfonyl group transfer suggests that deviation from the Bronsted dependence is due to unfavorable solvation effects for nucleophiles with pKa ≥ 11.0 rather than to change in the transition state structure. In reactions with a soft substrate, methyl iodide, solvation effects scarcely play the determining role, and the reduced reactivity of the anionic nucleophiles relative to neutral species is most likely to result from structural differences in the transition states corresponding to methyl group transfer to neutral and anionic nitrogen-containing compounds. The α-effect with arenesulfonohydrazides was revealed for the first time. 1996 MAEe Cyrillic signΚ Hayκa/Interperiodica Publishing.

REACTIONS OF SODIUM SALTS OF TOSYLHYDRAZONE COMPOUNDS WITH SILVER CHROMATE. FORMATION OF INDAZOLE, PYRAZOLE, AND BENZONITRILE DERIVATIVES.

Tropone tosylhydrazone sodium salt was allowed to react with silver chromate to give 2-tosyl-2H-indazole. The reaction is thought to proceed through the cyclization of the hydrazyl radical intermediate. Under the same conditions, sodium salts of m-nitrobenzaldehyde tosylhydrazone (5), benzylideneacetone tosylhydrazone derivatives (7a and 7b), and beta -ionone tosylhydrazone (9) reacted to yield m-nitrobenzonitrile from 5 and pyrazole derivatives from 7a, b, and 9, respectively. m-Nitrobenzonitrile is formed by homolytic fission of nitrogen-nitrogen bond of 5. Formation of the pyrazole derivatives can be explained by intramolecular 1,3-dipolar additions of the corresponding diazo intermediates.