6307-08-0

Basic information

• Product Name: N,N-diethylnaphthalene-2-sulfonamide
• Synonyms: 2-naphthalenesulfonamide, N,N-diethyl-; N,N-Diethylnaphthalene-2-sulfonamide
• CAS NO: 6307-08-0
• Molecular Formula: C₁₄H₁₇NO₂S
• Molecular Weight: 263.3553
• Mol File: 6307-08-0.mol

Chemical Properties

• Boiling Point: 411.5°C at 760 mmHg
• Flash Point: 202.6°C
• Density: 1.185g/cm³
• Vapor Pressure: 5.58E-07mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: N,N-diethylnaphthalene-2-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethylnaphthalene-2-sulfonamide(6307-08-0)
• EPA Substance Registry System: N,N-diethylnaphthalene-2-sulfonamide(6307-08-0)

Safety Data

• Hazardous Substances Data: 6307-08-0(Hazardous Substances Data)

Upstream product

• 109-89-7 diethylamine 
• 93-11-8 2-Naphthalenesulfonyl chloride 
• 91-20-3 naphthalene 
• 20588-68-5 N,N-diethylsulfamoyl chloride 
• 63735-42-2 sodium naphthalen-2-ylsulfinate 
• 121-44-8 triethylamine 
• 10151-46-9 2-naphthylsulfonyl hydrazide 
• 150-77-6 N,N,N',N'-Tetraethylethylenediamine 

Relevant articles and documents

NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants

A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylene dibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that a radical pathway might be involved in the reaction process.

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).

METHOD OF INHIBITING APOLIPOPROTEIN-E EXPRESSION WHILE INCREASING EXPRESSION OF AT LEAST ONE OF LDL-RECEPTOR PROTEIN OR ABCA1 PROTEIN COMPRISING ADMINISTERING A SMALL COMPOUND

This invention offers an effective method of decreasing expression of apolipoprotein E and increasing expression of at least one of either LDL-receptor protein or AbcA1 protein including selecting mammalian cells expressing apoE and at least one of either LDL-receptor protein or AbcA1 protein, contacting the mammalian cell with an effective amount of a compound having general formula (I) or general formula (II) in an amount sufficient to decrease expression of the apoE and increase expression of at least one of the LDL-receptor protein or the AbcA1 protein in the mammalian cell.

An approach to C-N activation: Coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with: Tert -amines via a metal-, oxidant- and halogen-free anodic oxidation

tert-Amines were harnessed to afford arenesulfonyl hydrazides and arenesulfonyl chlorides via a metal-, oxidant- and halogen-free electrochemical oxidative coupling in an undivided cell at RT. This environmentally benign approach afforded a wide spectrum of sulfonamides in satisfactory yields using cheap and renewable Pencil Graphite Electrodes (PGEs).

Para-Selective Alkylation of Sulfonylarenes by Cooperative Nickel/Aluminum Catalysis

A method for the para-selective alkylation of a variety of arenesulfonamides and aromatic sulfones with 1-alkenes by cooperative nickel/aluminum catalysis has been developed. Taking advantage of the sulfornyl functionality serving as a removable ortho-directing group, the reaction can be applied to facile access to 1,3-dialkyl-substitued benzenes.

I2/TBHP Mediated C-N and C-H Bond Cleavage of Tertiary Amines toward Selective Synthesis of Sulfonamides and β-Arylsulfonyl Enamines: The Solvent Effect on Reaction

A novel method toward synthesis of sulfonamides and β-arylsulfonyl enamines has been developed via I2/TBHP mediated C-N and C-H bond cleavage of tertiary amines, which features highly selective formation of two different target products depending on the reaction solvent. The experimental results reveal that H2O as the solvent could effectively achieve the C-N bond cleavage to produce sulfonamides due to H2O participating in the reaction process where H2O plays a dual role. Differing from H2O, organic solvents (such as dimethyl sulfoxide) could promote the C-H bond cleavage of tertiary amines to yield β-arylsulfonyl enamines.

PROCESS FOR MAKING SUBSTITUTED ARYL SULFONAMIDES USING AN INDIUM BASED CATALYST SYSTEM

A process for making substituted aryl sulfonamides by sulfamoylation of an activated aromatic compound using an indium compound as a catalyst.

Catalytic arylation of sulfamoyl chlorides: A practical synthesis of sulfonamides

Commercially available indium(III) triflate is shown to be an efficient catalyst for the sulfamoylation of aromatics.