1024-30-2

Basic information

• Product Name: 4-[(4-NITROPHENYL)SULFONYL]MORPHOLINE
• Synonyms: 4-[(4-NITROPHENYL)SULFONYL]MORPHOLINE;BUTTPARK 96\04-19;4-[(4-nitrophenyl)sulphonyl]morpholine;N-(4-NITROPHENYLSULFONYL)MORPHOLINE
• CAS NO: 1024-30-2
• Molecular Formula: C₁₀H₁₂N₂O₅S
• Molecular Weight: 272.28
• Mol File: 1024-30-2.mol
• Article Data: 30

Chemical Properties

• Melting Point: 173 °C
• Boiling Point: 458.4 °C at 760 mmHg
• Flash Point: 231 °C
• Appearance: /
• Density: 1.45 g/cm³
• Vapor Pressure: 1.38E-08mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: 2-8°C
• PKA: -8.69±0.20(Predicted)
• CAS DataBase Reference: 4-[(4-NITROPHENYL)SULFONYL]MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(4-NITROPHENYL)SULFONYL]MORPHOLINE(1024-30-2)
• EPA Substance Registry System: 4-[(4-NITROPHENYL)SULFONYL]MORPHOLINE(1024-30-2)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 1024-30-2(Hazardous Substances Data)

Usage

General Description

4-[(4-Nitrophenyl)sulfonyl]morpholine is a chemical compound with the molecular formula C10H12N2O5S. It is a white to light yellow crystalline solid that is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and dyes. The compound is known for its sulfonamide group, which gives it both acidic and basic properties and allows it to be used as a bioactive agent in organic synthesis. It is also used as a reagent in the synthesis of various heterocyclic compounds. 4-[(4-Nitrophenyl)sulfonyl]morpholine is considered to be a moderate hazard chemical and should be handled and stored with proper safety precautions.

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 
• 173951-81-0 N-((4-(N-prop-2-ynylamino)phenyl)sulfonyl)morpholine 
• 1391609-00-9 4,4-dimethyl-6-(morpholine-4-sulfonyl)-2-(3-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydro-quinoline 
• 1391609-04-3 4,4-dimethyl-6-(morpholine-4-sulfonyl)-2-(3-piperazin-1-yl-phenyl)-1,2,3,4-tetrahydro-quinoline 
• 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 
• 1391610-61-9 1-{3-[4,4-dimethyl-6-(morpholine-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-2-yl]-phenylamino}-cyclopropanecarboxylic acid 
• 1391609-01-0 2-(3-bromo-phenyl)-4,4-dimethyl-6-(morpholine-4-sulfonyl)-1,2,3,4-tetrahydro-quinoline 
• 254877-67-3 Ataciguat 
• 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 

Relevant articles and documents

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.

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.

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.