599-86-0

Basic information

• Product Name: N-(p-tolyl)-p-toluenesulphonamide
• Synonyms: N-(p-tolyl)-p-toluenesulphonamide;N-(p-Tolyl)-p-toluenesulfonamide;4'-Methyl-p-toluenesulfoanilide;N-(4-Methylphenyl)-4-methylbenzenesulfonamide;N-(p-Tolyl)-4-methylbenzenesulfonamide;4-methyl-N-(4-methylphenyl)benzenesulfonamide
• CAS NO: 599-86-0
• Molecular Formula: C₁₄H₁₅NO₂S
• Molecular Weight: 261.3394
• EINECS: 209-975-9
• Mol File: 599-86-0.mol
• Article Data: 101

Chemical Properties

• Boiling Point: 403.7°Cat760mmHg
• Flash Point: 198°C
• Appearance: /
• Density: 1.237g/cm³
• Vapor Pressure: 9.97E-07mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: N-(p-tolyl)-p-toluenesulphonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-tolyl)-p-toluenesulphonamide(599-86-0)
• EPA Substance Registry System: N-(p-tolyl)-p-toluenesulphonamide(599-86-0)

Safety Data

• Hazardous Substances Data: 599-86-0(Hazardous Substances Data)

Usage

Description

N-(p-tolyl)-p-toluenesulphonamide, also known as PTSA, is a white crystalline solid that is a sulfonamide compound with the molecular formula C14H14N2O2S. It is commonly used as a strong acid catalyst in various chemical reactions and is considered an important reagent in the field of organic chemistry due to its acidic properties and catalytic activity.

Uses

Used in Chemical Synthesis:
PTSA is used as a strong acid catalyst in the synthesis of organic compounds, facilitating various chemical reactions and improving the efficiency and yield of the desired products.
Used in Polymerization Processes:
PTSA is used as a catalyst in polymerization processes, promoting the formation of polymers and enhancing their properties.
Used in Pharmaceutical Production:
PTSA is used in the production of pharmaceuticals, where it aids in the synthesis of various drug compounds and contributes to their efficacy and stability.
Used in Agrochemical Production:
PTSA is used in the production of agrochemicals, where it helps in the synthesis of various agricultural chemicals and contributes to their effectiveness in crop protection.
Used as a Dye and Ink Additive:
PTSA is used as a dye and ink additive, where it improves the color intensity and stability of dyes and inks.
Used as a Corrosion Inhibitor:
PTSA is used as a corrosion inhibitor in industrial applications, where it helps to prevent the corrosion of metals and prolongs the lifespan of equipment and structures.

InChI:InChI=1/C14H15NO2S/c1-11-3-7-13(8-4-11)15-18(16,17)14-9-5-12(2)6-10-14/h3-10,15H,1-2H3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 624-31-7 4-tolyl iodide 
• 70-55-3 toluene-4-sulfonamide 
• 89523-40-0 N¹-Tosyl-N¹,N²-di(p-methylphenyl)-acetamidine 
• 106-47-8 4-chloro-aniline 
• 54856-34-7 C₁₄H₁₉N₃O₃S 
• 106-49-0 p-toluidine 
• 127-09-3 sodium acetate 
• 14034-62-9 4-methylanilinium p-toluenesulfonate 
• 455-16-3 p-toluenesulfonyl fluoride 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 99-94-5 p-Toluic acid 
• 108-88-3 toluene 
• 536-57-2 p-toluene sulfinic acid 

Downstream Products

• 39967-87-8 3-Aminotoluol-2-sulfonsaeure 
• 98-59-9 p-toluenesulfonyl chloride 
• 1360059-21-7 1-methyl-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 1360059-26-2 1,5-dimethyl-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 1360059-34-2 1,3-dimethyl-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 1360059-27-3 1,7-dimethyl-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 1360059-28-4 5-bromo-1-methyl-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 1360059-38-6 1-allyl-5-methoxy-N-p-tolyl-N-tosyl-1H-indol-2-amine 
• 66236-05-3 N-allyl-4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 109562-55-2 toluene-4-sulfonic acid-(N-butyl-p-toluidide) 
• 585526-04-1 N-(4-methoxy-4-methylcyclohexa-2,5-dien-1-ylidene)-4-methylbenzenesulfonamide 
• 137236-13-6 toluene-4-sulfonic acid-(4-methyl-2,6-dinitro-anilide) 
• 852292-23-0 N-(2-iodo-4-methylphenyl)-4-methylbenzenesulfonamide 
• 88-44-8 2-Amino-5-methylbenzenesulfonic acid 

Relevant articles and documents

Visible Light-Driven Synthesis of Amine–Sulfonate Salt Derivatives: A Step towards Green Approach

In this work, a novel strategy for the straightforward visible-light-driven synthesis of biologically active, industrially important, and stable amine–sulfonate salts have been reported from p-Toluenesulfonic acid and amines, which provide extremely high yield without side product formation. The reaction was performed without catalyst under visible light irradiation and had an excellent functional group tolerance. The structure of the prepared compounds were confirmed through 1H NMR, 13C NMR, and Mass spectroscopic studies, and similarly, the molecular structure of compound 3b was established through single-crystal XRD-analysis. The advantages of this method meet the requirements of sustainable and green synthetic chemistry, and it provides a direct way to create valuable amine-sulfonate salt.

A Broad-Spectrum Catalytic Amidation of Sulfonyl Fluorides and Fluorosulfates**

A broad-spectrum, catalytic method has been developed for the synthesis of sulfonamides and sulfamates. With the activation by the combination of a catalytic amount of 1-hydroxybenzotriazole (HOBt) and silicon additives, amidations of sulfonyl fluorides and fluorosulfates proceeded smoothly and excellent yields were generally obtained (87–99 %). Noticeably, this protocol is particularly efficient for sterically hindered substrates. Catalyst loading is generally low and only 0.02 mol % of catalyst is required for the multidecagram-scale synthesis of an amantadine derivative. In addition, the potential of this method in medicinal chemistry has been demonstrated by the synthesis of the marketed drug Fedratinib via a key intermediate sulfonyl fluoride 13. Since a large number of amines are commercially available, this route provides a facile entry to access Fedratinib analogues for biological screening.

Immobilization of copper(II) into polyacrylonitrile fiber toward efficient and recyclable catalyst in Chan-Lam coupling reactions

A series of polyacrylonitrile fiber (PANF)-supported copper(II) catalysts were prepared through the immobilization of Cu(II) into prolinamide-modified PANF (PANPA-2F) and subsequently used for the synthesis of diverse N-arylimidazoles from arylboronic acids and imidazole. The prepared Cu(II)@PANPA-2Fs were well characterized by mechanical strength, FT-IR, XRD, XPS and SEM. Among them, CuCl2@PANPA-2F exhibited excellent catalytic performance, and its activity was significantly affected by the Cu loading. This catalytic system also displayed good activity in the synthesis of N-arylsulfonamides from arylboronic acids and tosyl azide. It was highly efficient in gram-scale reactions and could be reused five times. The advantages of low cost, easy preparation, good durability and facile recovery make the fiber catalyst attractive.