10130-74-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Methoxybenzenesulfonyl chloride is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its ability to form sulfonyl chlorides makes it a valuable component in the synthesis of drugs with specific therapeutic properties.
Used in Chemical Synthesis:
3-Methoxybenzenesulfonyl chloride is used as a reagent in the synthesis of 3-(4-phenylpiperazin-1yl) sulfonyls and N-(1-(4-methoxybenzyl)-3-cyclopropyl-1Hpyrazol-5-yl)-3-methoxybenzenesulfonamide. These compounds have potential applications in various fields, including the development of new drugs and advanced materials.

InChI:InChI=1/C7H7ClO3S/c1-11-6-3-2-4-7(5-6)12(8,9)10/h2-5H,1H3

Upstream product

• 59014-89-0 bis(3-methoxyphenyl)disulfide 
• 15570-12-4 3-methoxybenzenethiol 
• 536-90-3 m-Anisidine 
• 7447-39-4 copper(II) chloride 
• 19183-05-2 3-methoxy-benzenediazonium; chloride 
• 122439-11-6 tributyl(3-methoxyphenyl)stannane 
• 17113-78-9 3-trimethylstannylanisole 

Downstream Products

• 111711-74-1 5-Ethoxy-1-(3-methoxy-benzenesulfonyl)-pyrrolidin-2-one 
• 82777-20-6 3-Methoxy-benzenesulfonic acid 3-p-tolylsulfanyl-propyl ester 
• 58734-57-9 3-methoxybenzenesulfonamide 
• 80563-89-9 N-(1,1-dimethylethyl)-3-methoxybenzenesulfonamide 
• 179524-91-5 [3-(3-methoxy-benzenesulfonylamino)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester 
• 919081-51-9 N-[(1S,2R)-1-benzyl-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl][(R)-(tetrahydro-2-furanyl)methyl]amino]propyl]carbamic acid tert-butyl ester 
• 622866-57-3 N-[(1S,2R)-1-benzyl-2-hydroxy-3-[isobutyl[(3-methoxyphenyl)sulfonyl]amino]propyl]carbamic acid tert-butyl ester 
• 946076-26-2 N-allyl-3-methoxybenzenesulfonamide 
• 667912-01-8 C₁₇H₁₈Cl₂N₂O₃S 
• 875151-66-9 (S)-1-(3-methoxy-benzenesulfonyl)-piperidine-2-carboxylic acid 
• 918523-60-1 N-(2,4-difluoro-phenyl)-3-methoxy-benzenesulfonamide 

Relevant academic research and scientific papers

A novel, practical synthesis of sulfonyl chlorides from thiol and disulfide derivatives

Hydrogen peroxide, in the presence of zirconium tetrachloride, is a very efficient reagent for the direct oxidative conversion of thiol and disulfide derivatives into the corresponding sulfonyl chlorides with high purity through oxidative chlorination. Excellent yields, very short reaction times, mild reaction conditions, and the avoidance of harsh reagents are the main advantages of this method.

Direct conversion of thiols to sulfonyl chlorides and sulfonamides

(Chemical Equation Presented) H2O2 in combination with SOCl2 proved to be a highly reactive reagent for the direct oxidative conversion of thiol derivatives to the corresponding sulfonyl chlorides with high purity through oxidative chlorination. Upon reaction with amines, the corresponding sulfonamides were obtained in excellent yields and in very short reaction times.

Synthesis of sulfonyl chlorides and thiosulfonates from H2O 2-TiCl4

A new method is described for the oxidative chlorination of thiols to sulfonyl chlorides using titanium tetrachloride in combination with the oxidant hydrogen peroxide. Direct conversion of thiols into their corresponding thiosulfonates is also reported. Good to excellent yields, short reaction times, high efficiencies, cost-effectiveness, and, facile isolation of the desired products make the present methodology a practical alternative.

High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides

In this paper, a new method for oxidative chlorination of thiols to sulfonyl chlorides and sulfonamides using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method.

Synthesis and insecticidal activity in vitro and vivo of novel benzenesulfonyl derivatives based on potent target subunit H of V-ATPase

Two lead compounds with benzenesulfonamide were found through virtual screening based on the 3D structure of the subunit H of V-ATPase in previous study. 74 benzenesulfonyl derivatives were synthesized and their insecticidal activities were evaluated. The derivatives with propargyl substituents exhibit excellent insecticidal activities against Mythimna separata Walker. The LD50 values of compounds A5.7 (28.0 μg·g?1) and B5.7 (36.4 μg·g?1) were significantly less than that of Celangulin V (344.0 μg·g?1). Furthermore, Isothermal Titration Calorimetry (ITC) data indicate there is a strong binding affinity between A5.7 and V-ATPase Subunit H. These results demonstrate that it is a practical way to develop pesticides targeting at H subunit of V-ATPase.

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles

H2O2/POCl3 is found to be a reactive reagent system that can be used in sodium dodecyl sulfate (SDS) micellar solution in aqueous media for the direct oxidative chlorination of thiol and di-sulfide derivatives to give the desired sulfonyl chlorides. The oxidation of thiols and disulfides to sulfonic acids with this system is also reported. In most cases, these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity. Georg Thieme Verlag Stuttgart · New York.

Insecticidal Methods Using 3-Amino-1,2-Benzisothiazole Derivatives

The invention relates to insecticidal methods using 3-amino-1,2-benzoisothiazole compounds of the formula (I) wherein the variables n and R1 to R6 are as defined in the description. The invention relates to methods of combating or co

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.

Aromatic heterocyclic derivatives as enzyme inhibitors

The present invention discloses peptide aldehydes which are potent and specific inhibitors of thrombin, their pharmaceutically acceptable salts, pharmaceutically acceptable compositions thereof, and methods of using them as therapeutic agents for disease states in mammals characterized by abnormal thrombosis.