1024-30-2

Usage

Uses

Used in Pharmaceutical Industry:
4-[(4-Nitrophenyl)sulfonyl]morpholine is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique sulfonamide group allows it to be incorporated into the molecular structures of drugs, potentially enhancing their therapeutic effects and properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-[(4-Nitrophenyl)sulfonyl]morpholine is employed as an intermediate in the production of agrochemicals. Its ability to be a bioactive agent makes it suitable for the development of compounds that can be used in crop protection and other agricultural applications.
Used in Dye Industry:
4-[(4-Nitrophenyl)sulfonyl]morpholine is utilized as a starting material in the synthesis of dyes. Its chemical structure contributes to the creation of dyes with specific color properties and stability, which are essential for various applications in textiles, printing, and other industries.
Used in Organic Synthesis:
As a reagent, 4-[(4-Nitrophenyl)sulfonyl]morpholine is used in the synthesis of heterocyclic compounds. Its acidic and basic properties make it a valuable component in the formation of complex organic molecules, which can be further used in various chemical and pharmaceutical applications.

InChI:InChI=1/C10H12N2O5S/c13-12(14)9-1-3-10(4-2-9)18(15,16)11-5-7-17-8-6-11/h1-4H,5-8H2

Upstream product

• 110-91-8 morpholine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 40208-36-4 N-(p-nitrophenylthio)morpholine 
• 123170-38-7 4-oxa-1,7-heptanediyl bis(diphenylphosphinite) 
• 6325-93-5 p-nitrobenzenesulfonamide 
• 15959-31-6 sodium 4-nitrobenzenesulfinate 
• 2937-05-5 4-nitrobenzenesulfonohydrazide 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 23328-69-0 4-chloromorpholine 
• 1696-20-4 4-acetylmorpholine 
• 486422-68-8 [(4-N-morpholine-4-sulfonyl)phenyl]boronic acid 

Downstream Products

• 21626-70-0 4-(morpholinosulfonyl)aniline 
• 915006-30-3 2-bromo-4-(morpholine-4-sulfonyl)-phenylamine 
• 915006-31-4 2-cyclohex-1-enyl-4-(morpholine-4-sulfonyl)-phenylamine 
• 915006-32-5 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [2-cyclohex-1-enyl-4-(morpholine-4-sulfonyl)-phenyl]-amide 
• 790691-28-0 N-[4-(isocyanato)phenylsulfonyl]morpholine 
• 1601403-35-3 N-(4-(morpholinosulfonyl)phenyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamid 
• 1391609-01-0 2-(3-bromo-phenyl)-4,4-dimethyl-6-(morpholine-4-sulfonyl)-1,2,3,4-tetrahydro-quinoline 
• 1391610-61-9 1-{3-[4,4-dimethyl-6-(morpholine-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-2-yl]-phenylamino}-cyclopropanecarboxylic acid 
• 1391610-60-8 2-{3-[4,4-dimethyl-6-(morpholine-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-2-yl]-phenylamino}-2-methyl-propionic acid 
• 1391609-04-3 4,4-dimethyl-6-(morpholine-4-sulfonyl)-2-(3-piperazin-1-yl-phenyl)-1,2,3,4-tetrahydro-quinoline 
• 1391609-00-9 4,4-dimethyl-6-(morpholine-4-sulfonyl)-2-(3-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydro-quinoline 
• 173951-81-0 N-((4-(N-prop-2-ynylamino)phenyl)sulfonyl)morpholine 
• 254877-67-3 Ataciguat 

Relevant academic research and scientific papers

Electrochemical synthesis of sulfonamides from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines

An efficient electrochemical synthesis of sulfonamides (yields 56–98%) from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines was performed in an undivided cell with graphite anode and iron cathode in MeCN–H2O medium using halides as redox mediators and supporting electrolytes.

Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines

An environmentally friendly route for sulfonamides has been developed. The oxidative coupling of sulfonyl hydrazides and amines was catalyzed by CuBr2 to produce various sulfonamides with the water and nitrogen gas as byproducts. Preliminary experiments revealed that the sulfonyl radical is likely to be involved in the reaction mechanism.

Dynamic 1H NMR spectroscopic study of the ring inversion in N-sulfonyl morpholines - Studies on N-S interactions

(Chemical Equation Presented) The effect of the exocyclic conjugation, via d-p orbital interaction and/or negative hyperconjugation (anomeric effect) of the N-S bond, on the inversion of the morpholine ring in some N-arylsulfonyl morpholines is studied by variable-temperature 1H NMR spectroscopy in different solvents. The observed free energy barriers are 9.2-10.3 kcal mol-1; the lower values were obtained with increasing conjugation (substituents of higher electron withdrawing power) along the series. The barrier to ring inversion of 1e was solvent independent. X-ray data of compounds 1b,d reveal the chair conformation of the six-membered ring, the flattened pyramidal orientation of the ring nitrogen atom, and the sulfonyl group in equatorial position with the plane containing the Caryl-S-N bond perpendicular to the plane of the benzene ring. In addition, the sulfonamide group prefers a conformation with the S-C bond antiperiplanar with respect to the nitrogen atom lone pair and the -CH2-N-CH2- moieties in staggered conformation with the S-O bonds of the SO2 group.

Antimicrobial action of arylsulfonamides bearing (aza)norbornane and related motifs: evaluation of new promising anti-MRSA agents

Arylsulfonamides bearing (aza)norbornane and related motifs were evaluated for: (1) antimicrobial activity toward five key ESKAPE pathogenic bacteria, one Gram‐positive bacteria methicillin‐resistant Staphylococcus aureus (MRSA, ATCC 43300), four Gram‐neg

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST

The present invention relates to a method for oxidative synthesis of sulfonamides using copper catalysts. , Oxygen (O) is used. 2 The oxidative synthesis of sulfonamides (1) comprises reacting a 2 th or sulfonyl hydrazide primary amine with a sulfonyl hydrazide (sulfonamide) with a copper catalyst on a solvent under the conditions in which the sulphonamide is fed. The oxidation coupling of the present invention showed extensive substrate ranges in an amine comprising a 2 primary amine, 1 primary amine and amine hydrochloride salt. It is worth notable that non-reactive aliphatic sulfonyl hydrazides in previously reported anaerobic systems can be used for the aerobic oxidation coupling of the present invention. The oxidation coupling of the present invention has been more effective on large scale.

Hydrogen-Bonding Catalyzed Ring-Closing C?O/C?O Metathesis of Aliphatic Ethers over Ionic Liquid under Metal-Free Conditions

O-heterocycles have wide applications, and their efficient and green synthesis is very interesting. Herein, we report hydrogen-bonding catalyzed ring-closing metathesis of aliphatic ethers to O-heterocycles over ionic liquid (IL) catalyst under metal- and solvent-free conditions. The IL 1-butylsulfonate-3-methylimidazolium trifluoromethanesulfonate ([SO3H-BMIm][OTf]) is discovered to show outstanding performance, better than the reported catalysts. An interface effect plays an important role in mediating the reaction rate due to the immiscibility between the products and the IL catalyst, and the products can be spontaneously separated. NMR analysis and DFT calculation suggest that a pair of cation and anion of [SO3H-BMIm][OTf] could form three strong H-bonds with an ether molecule, which catalyze the ether transformation via a cyclic oxonium intermediate. A series of O-heterocycles including tetrahydrofurans, tetrahydropyrans, morpholines and dioxane can be obtained from their corresponding ethers in excellent yields (e.g., >99 %). This work opens an efficient and metal-free way to produce O-heterocycles from aliphatic ethers.

Benzoylaniline compound and application of benzoylaniline compound in preparation of sensitizer of P.aeruginosa inhibitor

The invention discloses a benzoylaniline compound. The benzoylaniline compound has a structural general formula shown in the specification. The invention also discloses application of the benzoylaniline compound in preparation of a sensitizer of a P.aeruginosa inhibitor or in preparation of a medicine for preventing or treating bacterial infection diseases caused by P.aeruginosa. The invention also discloses an application of niclosamide in preparation of a sensitizer of a P.aeruginosa inhibitor or in preparation of a medicine for preventing or treating bacterial infection diseases caused by P.aeruginosa. The benzoylaniline compound provided by the invention can be used as a medicine for treating and/or preventing bacterial infection diseases caused by P.aeruginosa.

Novel method for preparing oxygen heterocyclic compound through ionic liquid catalysis

The invention discloses a novel method for preparing an oxygen heterocyclic compound through ionic liquid catalysis. The ionic liquid catalytic system has the advantages of high efficiency, simplicity, mild reaction conditions, no metal participation, no by-product, simple separation and the like and can efficiently catalyze fatty diether metathesis cyclization to prepare an oxygen heterocyclic compound and has very high industrial application value.

Potassium tert-butoxide-mediated metal-free synthesis of sulfonamides from sodium sulfinates and N,N-disubstituted formamides

By using formamides as amine sources, a novel and efficient KO-t-Bu mediated amination of sodium sulfinates has been developed. The reaction utilizes readily available starting materials under metal-free conditions, thus providing an alternative and attractive route to sulfonamides.