24939-24-0

Basic information

• Product Name: 4-Aminobenzene-1-sulfonyl chloride
• Synonyms: 4-Aminobenzene-1-sulfonyl chloride;Benzenesulfonyl chloride, 4-aMino-;p-Aminobenzenesulfonyl chloride;Benzenesulfonylchloride, 4-amino- HCL Salt
• CAS NO: 24939-24-0
• Molecular Formula: C₆H₆ClNO₂S
• Molecular Weight: 191.63534
• Mol File: 24939-24-0.mol

Chemical Properties

• Boiling Point: 330.2±25.0 °C(Predicted)
• Appearance: /
• Density: 1.492
• PKA: 0.84±0.10(Predicted)
• CAS DataBase Reference: 4-Aminobenzene-1-sulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminobenzene-1-sulfonyl chloride(24939-24-0)
• EPA Substance Registry System: 4-Aminobenzene-1-sulfonyl chloride(24939-24-0)

Safety Data

• Hazardous Substances Data: 24939-24-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Aminobenzene-1-sulfonyl chloride is used as a reagent for the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its ability to form sulfonamides and sulfonate esters makes it a valuable component in medicinal chemistry.
Used in Agrochemical Production:
In the agrochemical industry, 4-Aminobenzene-1-sulfonyl chloride is utilized as a reagent in the synthesis of various agrochemicals, playing a role in the creation of compounds that protect crops and enhance agricultural productivity.
Used in Dye Manufacturing:
4-Aminobenzene-1-sulfonyl chloride is also used as a reagent in the production of dyes, where its chemical properties contribute to the colorfastness and stability of the dyes in various applications.
Used in Polymer Synthesis:
4-Aminobenzene-1-sulfonyl chloride is employed in the synthesis of polymers, where it can influence the polymer's properties, such as solubility and reactivity, making it suitable for specific industrial applications.
Used as a Coupling Reagent in Peptide Synthesis:
In the field of peptide synthesis, 4-Aminobenzene-1-sulfonyl chloride serves as a coupling reagent, facilitating the formation of peptide bonds and enhancing the efficiency of the synthesis process.
It is crucial to handle 4-Aminobenzene-1-sulfonyl chloride with care due to its corrosive nature and potential to cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken to minimize risks during its use in various applications across different industries.

Upstream product

• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 515-74-2 sodium sulfanilate 

Downstream Products

• 5450-86-2 para-aminophenylsulfonyl hydrazide 
• 72-14-0 Sulfathiazole 
• 547-52-4 4-amino-N-[4-(aminosulfonyl)phenyl]-benzenesulfonamide 
• 345970-48-1 C₁₄H₁₇N₃O₄S₂ 
• 849348-19-2 4-amino-N-[2-tert-butyl-1-(cyclohexylmethyl)-1H-benzimidazol-5-yl]-N-methylbenzenesulfonamide 
• 392692-37-4 1-{4-[4-({3-[4-(tert-butyl-diphenyl-silanyloxy)-phenoxy]-2-hydroxy-propylamino}-methyl)-piperidine-1-sulfonyl]-phenyl}-3-pyridin-2-yl-urea 

Relevant articles and documents

The synthesis of sulfonated 4: H -3,1-benzoxazines via an electro-chemical radical cascade cyclization

A new route for the synthesis of sulfonated 4H-3,1-benzoxazines has been accomplished by electrochemical radical cascade cyclizations of styrenyl amides with sulfonylhydrazines. This process demonstrates a wide substrate scope with diverse functional group compatibility under metal- and external oxidant-free conditions at ambient temperature.

Hydrogenation of nitroaromatics to anilines catalyzed by air-stable arene ruthenium (II)–NNN pincer complexes

A series of air-stable, phosphine-free arene ruthenium (II)–NNN pincer complexes (RuL, RuL1, RuL2 and RuL3) have been synthesized and characterized by spectroscopic and single-crystal X-ray analysis. Further, arene ruthenium (II)–NNN pincer complexes have been used as catalyst for hydrogenation of nitroaromatics into aniline in the presence of NaBH4 at room temperature. The catalytic process suggested highly chemo-selective nitroreduction with wide functional group tolerance.

High Performance and Active Sites of a Ceria-Supported Palladium Catalyst for Solvent-Free Chemoselective Hydrogenation of Nitroarenes

Cerium oxide-supported palladium catalysts (Pd/CeO2) prepared by a simple impregnation method exhibit exciting catalytic activity and high chemoselectivity for the solvent-free hydrogenation of a variety of substituted nitroarenes including the reducible functional groups to the corresponding aromatic amines under mild reaction conditions. Taking nitrobenzene as an example, the Pd/CeO2 catalyst can afford aniline yields of >99 % with turnover frequencies as high as 11 411 h?1 and 69 824 h?1 at 40 °C and 100 °C, respectively. Pd2+ ion species exist as isolated single atoms with ?Pd2+?O2??Ce4+? linkages on the surface of PdxCe1?xO2?σ solid solution and are found to be active sites for the selective hydrogenation of nitroarenes in the absence of solvent. The superior catalytic performance can be attributed to the cooperative effect between Pd2+ ions and unique surface sites of CeO2. A possible mechanism is proposed for the hydrogenation of nitroarenes with H2 over the Pd/CeO2. The Pd/CeO2 catalyst can be recovered easily and reused for at least seven recycling reactions without loss of catalytic properties.

Design, synthesis and biological activities of some 7-aminocephalosporanic acid derivatives

The treatment of 7-ACA with 4-substituted benzensulfonyl chlorides afforded the compounds containing 4-nitro/aminophenyl sulfonylamino moiety in the cephalosporanic acid skeleton (2, 4). The synthesis of the cephalosporanic acid derivatives containing 1,3