2591-11-9

Usage

Common uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals
Potential as an antifungal agent
Studied for antimicrobial and anti-inflammatory properties
Used in the production of rubber and rubber additives

Physical properties

Stable, colorless to light yellow liquid at room temperature, soluble in various organic solvents

Value

Diverse range of applications and potential biological activities make it a valuable chemical in various industries.

InChI:InChI=1/C9H9NO2S2/c1-2-14(11,12)9-10-7-5-3-4-6-8(7)13-9/h3-6H,2H2,1H3

Upstream product

• 2591-09-5 2-vinylsulfonylbenzo[d][1,3]thiazole 
• 2757-92-8 2-(ethylthio)benzothiazole 
• 60372-29-4 2-(2-chloroethylsulfenyl)benzo[d][1,3]thiazole 
• 149-30-4 2-Mercaptobenzothiazole 
• 1271300-36-7 2-(tricosanylsulfonyl)benzo[d]thiazole 
• 75-08-1 ethanethiol 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 20035-08-9 sodium ethanesulfinate 
• 74-96-4 ethyl bromide 
• 2602-78-0 2-(2-chloro-ethanesulfonyl)-benzothiazole 

Downstream Products

• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 594-43-4 ethyl methyl sulfone 
• 1450821-37-0 (9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione 

Relevant academic research and scientific papers

Synthesis of enol ethers from lactones using modified Julia olefination reagents: application to the preparation of tri- and tetrasubstituted exoglycals

A new route to substituted exoglycals from the corresponding lactones is described. The enol ethers synthesis via a modified Julia olefination of sugar-derived lactones is extended to substituted benzothiazolyl sulfones to furnish tri- and tetrasubstitute

Electrochemical reduction of fluoroalkyl sulfones for radical fluoroalkylation of alkenes

Radical fluoroalkylation of alkenes has been developed by electrochemical reduction of fluoroalkyl sulfones. A series of electron-deficient alkenes readily undergo hydrofluoroalkylation in good to excellent yields. This chemistry represents the first example of electrochemical generation of fluoroalkyl radicals from sulfones, which are used for practical radical fluoroalkylation of organic compounds.

Tunable Heteroaromatic Sulfones Enhance in-Cell Cysteine Profiling

Heteroaromatic sulfones react with cysteine via nucleophilic aromatic substitution, providing a mechanistically selective and irreversible scaffold for cysteine conjugation. Here we evaluate a library of heteroaromatic sulfides with different oxidation st

On the Origin of E/Z Selectivity in the Modified Julia Olefination - Importance of the Elimination Step

The mechanism and origin of high E selectivity in the modified Julia olefination of aromatic aldehydes have been explored by computational and experimental means. Reversibility of addition and hence selectivity of the formation of sulfinate 5 is very variable and depends on the nature of the sulfone substrate. However, in all cases, elimination occurs through a concerted antiperiplanar and synperiplanar mechanism for sulfinates anti-5 and syn-5, respectively. Both syn and anti diastereomeric pathways thus lead preferentially to the (E)-alkene. Copyright

1,3,5-SUBSTITUTED PHENYL DERIVATIVE COMPOUNDS USEFUL AS BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention is directed to 1,3,5-phenyl substituted derivative compounds which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

Stereochemistry of direct olefin formation from carbonyl compounds and lithiated heterocyclic sulfones

The conditions for the title reaction were studied for the 2-benzothiazole and 2-pyridine series and for some examples in the 2-pyrimidine series.The olefin preparations were generally observed to be more efficient for 2-BT-sulfone systems.From the data of the hundred cases studied, it can be concluded that (E)-olefins are obtained: (i) from saturated BT-sulfones and aromatic aldehydes; and (ii) from benzylic BT-sulfones and branched saturated aldehydes (isobutyraldehyde, pivalaldehyde) or α,β-ethylenic or aromatic aldehydes. (Z)-olefins arise: (i) fom propargylic BT-sulfones and saturated or aromatic aldehydes; and (ii) from allylic or benzylic Pyr-sulfones and saturated aldehydes.Possible mechanisms for this new olefination procedure were examined. - heteroaromatic sulfones, organolithium derivatives, intramolecular ipso reactions, stereochemistry, elimination, olefination.