4545-21-5

Basic information

• Product Name: ACETOPHENONE TOSYLHYDRAZONE
• Synonyms: ACETOPHENONE TOSYLHYDRAZONE;p-toluenesulfonic acid (α-methylbenzylidene)hydrazide;Acetophenone p-Toluenesulfonylhydrazone;4-methyl-N-(1-phenylethylideneamino)benzenesulfonamide
• CAS NO: 4545-21-5
• Molecular Formula: C₁₅H₁₆N₂O₂S
• Molecular Weight: 288.36
• Mol File: 4545-21-5.mol
• Article Data: 93

Chemical Properties

• Melting Point: 144-149 °C(lit.)
• Boiling Point: 437.1°Cat760mmHg
• Flash Point: 218.1°C
• Appearance: /
• Density: 1.17g/cm³
• PKA: 9.81±0.40(Predicted)
• CAS DataBase Reference: ACETOPHENONE TOSYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOPHENONE TOSYLHYDRAZONE(4545-21-5)
• EPA Substance Registry System: ACETOPHENONE TOSYLHYDRAZONE(4545-21-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4545-21-5(Hazardous Substances Data)

Usage

General Description

Acetophenone tosylhydrazone, also known as ATSH, is a chemical compound commonly used in organic synthesis and chemical research. It is a yellow to orange crystalline solid that is soluble in organic solvents. ATSH is often employed as a reagent or catalyst in various reactions, such as the formation of carbonyl compounds and the synthesis of pharmaceuticals and other organic compounds. It is also used in the analysis of aldehydes and ketones. Additionally, ATSH has been studied for its potential as an antimicrobial and antifungal agent. Overall, acetophenone tosylhydrazone is a versatile chemical with a wide range of applications in the field of organic chemistry.

Upstream product

• 98-86-2 acetophenone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 16717-64-9 1-azidostyrene 
• 98-59-9 p-toluenesulfonyl chloride 
• 76291-21-9 C₁₁H₁₄N₂O 
• 60565-67-5 acetophenone (p-tolylsulfonyl)hydrazine 
• 76291-23-1 C₁₀H₁₃N₃ 

Downstream Products

• 4013-34-7 3-phenyl-2-oxabutane 
• 63007-14-7 dimethyl α-phenylethylphosphonate 
• 63383-11-9 N¹,4-dimethyl-N'¹-(1-phenylethylidene)-1-benzenesulfonohydrazide 
• 63383-12-0 N¹-ethyl-4-methyl-N'¹-(1-phenylethylidene)-1-benzenesulfonohydrazide 
• 56587-83-8 acetophenone azine 
• 18782-55-3 2,5-bis-phenylselenophene 
• 2510-98-7 2,3-diphenyl-2-butene 
• 60565-67-5 acetophenone (p-tolylsulfonyl)hydrazine 
• 16106-44-8 potassium tosylate 
• 4419-60-7 2-nitro-benzenesulfonic acid ; potassium-compound 
• 98-86-2 acetophenone 
• 73424-60-9 N′-(2,2-dichloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide 
• 729-43-1 acetophenonazine 
• 98-85-1 1-Phenylethanol 

Relevant articles and documents

One-pot synthesis of sulfonylhydrazones from sulfonyl chloride, hydrazine hydrate and vinyl azide in water

A facile and eco-friendly protocol for the synthesis of sulfonylhydrazones from sulfonyl chlorides, hydrazine hydrate and vinyl azides was developed. The unique advantage of this approach is that desired products can be obtained efficiently in water, which meets the requirements of green chemistry and provides good perspectives for the sustainable production of new drug candidate. Also, this reaction proceeded in moderate to good yields with a wide tolerance of functional groups.

Pd-Catalyzed Coupling of Thioamides with N-Tosylhydrazones/Trapping by Esters Cascade Reaction

N,N-Disubstituted thioamides coupled with N-tosylhydrazones under Pd(TFA)2/tBuXPhos catalyst and NaOtBu, and the intermediates from palladium carbene migratory insertion containing β-hydrogen were trapped by intramolecular esters activated by BF3·Et2O ins

Copper-Catalyzed Regioselective Coupling of Tosylhydrazones and 2-Pyridones: A Strategy for the Production of N-Alkylated Compounds

The highly regioselective N-alkylation reaction of 2-pyridones was achieved through hydrazone chemistry, especially for substrates with bulky secondary alkyl groups. Described herein is a copper-catalyzed coupling reaction of pyridone derivatives with tosylhydrazones.