5434-99-1

Basic information

• Product Name: 1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline
• Synonyms: 1-Benzenesulfonyl-1,2,3,4-tetrahydro-quinoline; quinoline, 1,2,3,4-tetrahydro-1-(phenylsulfonyl)-
• CAS NO: 5434-99-1
• Molecular Formula: C₁₅H₁₅NO₂S
• Molecular Weight: 273.3501
• Mol File: 5434-99-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 432.6°C at 760 mmHg
• Flash Point: 215.4°C
• Density: 1.273g/cm³
• Vapor Pressure: 1.1E-07mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline(5434-99-1)
• EPA Substance Registry System: 1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline(5434-99-1)

Safety Data

• Hazardous Substances Data: 5434-99-1(Hazardous Substances Data)

Usage

General Description

1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline is a chemical compound that belongs to the class of sulfonyl compounds and tetrahydroquinolines. It has a molecular formula of C15H15NO2S and a molecular weight of 273.35 g/mol. 1-(phenylsulfonyl)-1,2,3,4-tetrahydroquinoline has a phenylsulfonyl group attached to the 1-position of the tetrahydroquinoline ring, giving it unique properties and potential applications in organic synthesis and medicinal chemistry. The presence of the sulfonyl group makes it a potential pharmacophore for the design of various biologically active molecules. Its structural features make it an interesting target for the development of new drugs and pharmaceuticals with potential therapeutic benefits. Additionally, it could be used as a key intermediate in the synthesis of various organic compounds.

Upstream product

• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 98-09-9 benzenesulfonyl chloride 
• 117824-61-0 N-(3-Phenylpropyl)benzenesulfonamide 
• 767-92-0 decahydroquinoline 

Downstream Products

• 101097-55-6 1-phenylsulfonyl-1,2,3,4-tetrahydroquinolin-4-one 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Mechanistic insight into thermal 1,3- and 1,5-sulfonyl migrations of N-arenesulfonylphenothiazines and N-arenesulfonylphenoxazines

The substrate scope and mechanistic insight of the thermal-induced 1,3- and 1,5-sulfonyl migration reactions of various sulfonamides have been investigated. The results indicate that both N-arenesulfonylphenothiazines and N-arenesulfonylphenoxazines can u

Development of a catalytic electron transfer system mediated by transition metal ate complexes: Applicability and tunability of electron-releasing potential for organic transformations

We have developed a catalytic electron transfer (ET) system composed of a transition metal ate complex (Me3M(II)Li; M = Co(II), Mn(II), Fe(II)) and magnesium. This system (catalytic Me3M(II)Li/Mg) turned out to be effective for various ET reactions, such as the desulfonylation of N-phenylsulfonyl amides, and others (the chemoselective cleavage of O-allyl groups, the reduction of nitro groups, the partial reduction of diketones, and the reductive coupling of diphenyliodonium salt). The ET ability of this system can be tuned by changing the ligands of the ate complexes. This tunability was experimentally and electrochemically demonstrated: alkoxy-ligated and dianion-type ET ate complexes showed attenuated and enhanced reducing abilities, respectively. The modification of the ET abilities was evaluated by means of electrochemical measurements and chemical reactions. These results provide a basis for the design of various tailor-made ET ate complexes.

Study on Radical Amidation onto Aromatic Rings with (Diacyloxyiodo)arenes

Sulfonamides of primary amines bearing an aromatic ring at the γ-position were treated with (diacyloxyiodo)arenes and iodine under irradiation conditions with a tungsten lamp to give the corresponding 1,2,3,4-tetrahydroquinoline derivatives in moderate to good yields. Here, the reactivity depends on the Z-group (protecting group) of the starting amides. Under the same reaction conditions, some sulfonamides were treated with (diacetoxyiodo)benzene and iodine in the presence of aromatics to give the corresponding N-arylated amides. These reactions proceed through the intramolecular and intermolecular amidations onto aromatic rings via the sulfonamidyl radicals formed.