1788-10-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetylbenzenesulfonyl chloride is used as a sulfanilamide drug intermediary for the development of various pharmaceutical products. Its chemical properties make it a valuable component in the synthesis of drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the chemical industry, 4-Acetylbenzenesulfonyl chloride is utilized as a key intermediate in the production of a range of chemicals, including dyes, pigments, and other specialty chemicals. Its unique structure allows for further functionalization and modification, making it a versatile building block in organic synthesis.

InChI:InChI=1/C8H7ClO3S/c1-6(10)7-2-4-8(5-3-7)13(9,11)12/h2-5H,1H3

Upstream product

• 99-92-3 p-aminobenzophenone 
• 3283-79-2 4-acetylphenyldiazonium chloride 
• 149104-90-5 4-acetylphenylboronic acid 
• 3814-20-8 4-mercaptoacetophenone 
• 127-65-1 chloroamine-T 
• 7446-09-5 sulfur dioxide 
• 61827-67-6 sodium 4-acetylbenzenesulfonate 

Downstream Products

• 60000-87-5 4-acetyl-N,N-dimethylbenzenesulfonamide 
• 1565-17-9 4-acetylbenzenesulfonamide 
• 627874-64-0 (S)-2-[(4-Acetyl-benzenesulfonyl)-(4-nitro-benzyl)-amino]-propionic acid 
• 259227-06-0 4-acetyl-N,N-dibenzylbenzenesulfonamide 
• 351526-97-1 (S)-2-[(4-Acetyl-benzenesulfonyl)-(2-nitro-benzyl)-amino]-propionic acid 
• 677752-68-0 4-(4-acetyl-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 553644-88-5 tert-butyl ((2S,3R)-4-((4-acetyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate 
• 173464-57-8 (E)-3-(4-acetylphenyl)acrylic acid butyl ester 

Relevant academic research and scientific papers

Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides

A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.

Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids

A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions.

Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists

The present invention relates to urotensin II receptor antagonists, CCR-9 antagonists, pharmaceutical compositions containing them and their use.

Synthesis and biological evaluation of 3,4-diaryloxazolones: A new class of orally active cyclooxygenase-2 inhibitors

A series of 3,4-diaryloxazolones were prepared and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). Extensive structure-activity relationship work was carried out within this series, and a number of potent and selective COX-2 inhibitors we

Simple and efficient synthesis of 3,4-dihydro-2-pyridones via novel solid-supported aza-annulation

A diverse array of 3,4-dihydro-2-pyridones 13 were produced utilizing the unique properties of solid-supported reactions to both drive the reactions to completion and isolate the desired products. The pyridones were synthesized in high purity by a simple sequence of novel steps commencing from an acetophenone-functionalized resin. The para-substituted acetophenone 9 could be anchored to the resin through either a sulfonamide or a carboxamide linkage. The sulfonamide resin 9a, which gave the best results, was treated with several aryl aldehydes and ethoxide to give a variety of chalcones 10a-k in excellent yield (82-99%) upon TFA cleavage. Addition of either methyl or allyl malonate and DBU to 10a-k afforded smoothly the Michael adducts 11a-j (70-99%) which were subsequently cyclized in one step employing acetic acid as a catalyst and several diverse amines to give pure 3,4-dihydro-2-pyridones 13a-p in moderate to excellent yields (30-98%).

3,4-diarylthiazolin-2-one or -2-thione derivatives, their methods of preparation and their uses in their methods of preparation and their uses in therapeutics

The present invention relates to derivatives of formula STR1 and to their use in therapeutics especially as drugs with anti-inflammatory and analgesic properties.

Remarkably Mild and Simple Preparations of Sulfinates, Sulfonyl Chlorides and Sulfonamides from Thioanisoles

New and high yielding procedures to convert thioanisoles into versatile sulfonyl chloride derivatives were developed by strategically taking advantage of the Pummerer reaction.

Effects of medium and substituents on dissociation of 4,4′-disubstituted bis(benzenesulfon)imides

Ten 4,4′-disubstituted bis(arenesulfon)imides of the general formula XC6H4SO2NHSO2C6H 4X have been synthesized and their structures confirmed by their 1H NMR spectra. Elemental analyses are presented for the compounds not yet described. The dissociation constants of these model substances have been measured potentiometrically in pyridine, dimethylformamide, methanol, ethanol, propylene carbonate, acetone, acetonitrile, 1,2-dichloroethane and tetramethylene sulfone. The pKHA values obtained have been correlated with three sets of the Hammett substituent constants and the results have been used to discuss the solvent and substituent effects on the dissociation of the compounds studied. Sulfonimides with electron-acceptor substituents behave as rather strong acids in some solvents (pyridine, dimethylformamide, methanol and ethanol), whereas normal substituent dependences are found in other solvents. The experimental data have also been interpreted with the help of the statistical methods based on latent variables. From the calculations it follows that only the first principal component, which correlates well with the substituent constant sets adopted, is statistically significant in describing the substituent effect on the acid-base process studied.

Antibacterial monic acid derivatives

A compound of the formula (I) STR1 wherein R is a group STR2 R1 is hydrogen, phenyl, C1-20 alkyl, C2-8 alkenyl or C2-8 alkynyl each of which may optionally be substituted; or C3-7 cycloalkyl, X is a divalent group --Y--C=C--, and Y is oxygen or sulphur, have antibacterial and/or antimycoplasmal activity.

Novel antibacterial amide compounds and process means for producing the same

Novel organic amide compounds which are N-[6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl]penicillin and cephalosporin type compounds having broad spectrum antibacterial utility are provided by (a) reacting the free amino acid of the appropriate penicillin or cephalosporin or the acid salt or silylated derivative or complex thereof with a reactive derivative of the corresponing N-6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinic acid or (b) reacting the free amino acid 6-aminopenicillanic acid, 7-aminocephalosporanic acid, 7-amino-3-methylceph-3-em-4-carboxylic acid or a related compound or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding D-N-[6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl]-2-substituted glycine. Pharmaceutical compositions containing said compounds and methods for treating infections using said compositions are also disclosed.