21948-75-4

Usage

Chemical Properties

Yellow oily liquid

InChI:InChI=1/C6H7NOS/c1-9(8)6-4-2-3-5-7-6/h2-5H,1H3

Upstream product

• 18438-38-5 2-methylsulfanyl-pyridine 
• 127-65-1 chloroamine-T 
• 66021-66-7 p-TolSO₂NO 
• 76456-06-9 imino(methyl)(pyridin-2-yl)-λ⁶-sulfanone 
• 2637-34-5 2-Sulfanylpyridine 
• 119993-72-5 2-(2-pyridinesulfinyl)benzothiazole 
• 74-88-4 methyl iodide 
• 125556-94-7 2-(2-pyridinesulfinyl)pyridine N-oxide 

Downstream Products

• 56100-22-2 6-methyl-2,2'-bipyridine 
• 10495-73-5 2-bromo-6-(pyridin-2-yl)pyridine 
• 18438-38-5 2-methylsulfanyl-pyridine 
• 3111-54-4 2-phenylsulfanylpyridine 
• 1008-89-5 2-phenylpyridine 
• 366-18-7 [2,2]bipyridinyl 
• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 14529-53-4 2-ethoxypyridine 
• 93273-77-9 1-Phenyl-2-((R)-pyridine-2-sulfinyl)-ethanol 
• 101542-92-1 Bis<2-phenyl-2-(2-pyridyloxy)ethyl>disulfid 
• 101542-90-9 (l)-1-Phenyl-2-(2-pyridylsulfinyl)ethanol 
• 101542-91-0 (u)-1-Phenyl-2-(2-pyridylsulfinyl)ethanol 
• 31796-72-2 phenyl(2-pyridinyl)methanol 

Relevant academic research and scientific papers

Nitrite increases the enantioselectivity of sulfoxidation catalyzed by myoglobin derivatives in the presence of hydrogen peroxide

The effect of nitrite in the sulfoxidation of organic sulfides catalyzed by myoglobin (Mb) in the presence of hydrogen peroxide has been investigated. A general improvement in enantioselectivity was found for the reaction catalyzed by horse heart metMb and a series of sperm whale metMb derivatives including the wild type protein, the active site mutants T67K Mb, T67R Mb, T67R/S92D Mb, and the T67K Mb derivative reconstituted with the modified prosthetic group protohemin-l- histidine methyl ester. Graphical Abstract

Preparation and Characterization of Optically Active Schiff Base-Oxovanadium(IV) and -Oxovanadium(V) Complexes and Catalytic Properties of These Complexes on Assymmetric Oxidation of Sulfides into Sulfoxides with Organic Hydroperoxides

Oxovanadium(V) complexes, VVO (Schiff base)Y (Y=ClO4, Cl, NO3), with quadridentate Schiff base ligands derived from optically active 1,2-diamines and salicylaldehyde or its derivatives were prepared by oxidizing the corresponding VIV

Accelerated Oxidation of Organic Sulfides by Microdroplet Chemistry

We report the rapid oxidation of organic sulfides to sulfoxides by means of microdroplet chemistry at room temperature using a spray solution containing an organic sulfide dissolved in water/methanol, dilute (11%-14%) sodium hypochlorite (NaClO), and 5% chloroauric acid (HAuCl4). Ultrasonic nebulization, easy ambient sonic-spray ionization, or electrosonic spray ionization serves as the microdroplet source. High-resolution mass spectrometry was used as an online detector, and nuclear magnetic resonance was used as an offline detector. We found that the sulfoxide yields vary between 66 and 95%, the highest rate of product formation is 195 mg/min for benzyl phenyl sulfoxide, and the time required is a few minutes, which is much less than that required for the conventional means of achieving this chemical transformation. We also applied this microdroplet method to protein fingerprinting. We found that protein sequences containing methionine can be quickly oxidized, providing useful information for protein structure determinations.

Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode

Replacing the sluggish oxygen evolution reaction (OER) with oxidation reactions for the synthesis of complex pharmaceutical molecules coupled with enhanced hydrogen evolution reaction (HER) is highly attractive, but it is rarely explored. Here, we report an electrochemical protocol for selective oxidation of sulfides to sulfoxides over a CoFe layered double hydroxide (CoFe-LDH) anode in an aqueous-MeCN electrolyte, coupled with 2-fold promoted cathodic H2productivity. This protocol displays high activity (85-96% yields), catalyst stability (10 cycles), and generality (12 examples) in selective sulfide oxidation. We demonstrate its applicability in the synthesis of four important pharmaceutical related sulfoxide compounds with scalability (up to 1.79 g). X-ray spectroscopy investigations reveal that the CoFe-LDH material evolved into amorphous CoFe-oxyhydroxide under catalytic conditions. This work may pave the way towards sustainable organic synthesis of valuable pharmaceuticals coupled with H2production.

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.

Method for preparing sulfoxide compound by catalyzing thioether compound to be oxidized by visible light excitation aqueous solution quantum dots

The invention provides a method for preparing a sulfoxide compound through oxidation of a visible light excitation aqueous solution quantum dot catalytic thioether compound. Belong to photocatalysis synthesis technical field. To the method, an aqueous sol

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides

The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.

Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots

The oxidative cleavage of C=C bonds is an important chemical reaction, which is a popular reaction in the photocatalytic field. However, high catalyst-loading and low turnover number (TON) are general shortcomings in reported visible-light-driven reactions. Herein, the direct oxidative cleavage of C=C bonds through water-soluble CdSe quantum dots (QDs) is described under visible-light irradiation at room temperature with high TON (up to 3.7×104). Under the same conditions, water-soluble CdSe QDs could also oxidize sulfides to sulfoxides with 51–84 % yields and TONs up to 3.4×104. The key features of this photocatalytic protocol include high TONs, wide substrates scope, low catalyst loadings, simple and mild reaction conditions, and molecular O2 as the oxidant.