67448-06-0

Basic information

• Product Name: N,N,2-trimethylbenzenesulfonamide
• CAS NO: 67448-06-0
• Molecular Formula: C₉H₁₃NO₂S
• Molecular Weight: 199.27
• Mol File: 67448-06-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 304.1°C at 760 mmHg
• Flash Point: 137.7°C
• Density: 1.163g/cm³
• Vapor Pressure: 0.000894mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: N,N,2-trimethylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,2-trimethylbenzenesulfonamide(67448-06-0)
• EPA Substance Registry System: N,N,2-trimethylbenzenesulfonamide(67448-06-0)

Safety Data

• Hazardous Substances Data: 67448-06-0(Hazardous Substances Data)

Upstream product

• 15898-37-0 sodium 2-methylbenzenesulfinate 
• 68-12-2 N,N-dimethyl-formamide 
• 103-83-3 N,N'-dimethylbenzylamine 
• 133-59-5 Toluene-2-sulfonyl chloride 
• 18684-09-8 toluene-sulphonic acid hydrazide 
• 27444-83-3 sodium (o-tolylsulfonyl)amide 
• 74-88-4 methyl iodide 
• 124-40-3 dimethyl amine 
• 108-88-3 toluene 

Downstream Products

• 82657-73-6 2-(Bromomethyl)-N,N-dimethylbenzenesulfonamide 
• 88-20-0 o-toluenesulfonic acid 

Relevant articles and documents

Potassium tert-butoxide-mediated metal-free synthesis of sulfonamides from sodium sulfinates and N,N-disubstituted formamides

By using formamides as amine sources, a novel and efficient KO-t-Bu mediated amination of sodium sulfinates has been developed. The reaction utilizes readily available starting materials under metal-free conditions, thus providing an alternative and attractive route to sulfonamides.

Dynamic Ligand Reactivity in a Rhodium Pincer Complex

Ligand cooperativity provides (transition) metal complexes with new reactivities in substrate activation and catalytic reactions, but usually the ligand acts as an internal (Bronsted) base, while the metal acts as a (Lewis) acid. We describe the synthesis and stepwise activation of a new phosphane-pyridine-amide ligand PNNH2 in combination with RhI. The ligand is susceptible to stepwise proton and hydride loss from the nitrogen arm (imine formation) and deprotonation at the pyridylphosphine arm (dearomatization), giving rise to amine complex 1, amido species 2, imine complex 3 and dearomatized compound 4. Complex 4 bears a dual-mode cooperative PNN′ ligand containing both a (nucleophilic) basic methine fragment and a reactive (electrophilic) imine moiety. The basic ligand arm enables substrate deprotonation while the imine ligand arm enables reversible "storage" of the activated (nucleophilic) form of a sulfonamide substrate at the ligand. In combination with metal-based reactivity, this allows for the mono-alkylation of o-toluenesulfonamide with iodomethane. Compounds 1, 3 and 4 are structurally characterized. We also report the first structurally characterized example of an aminal in the coordination sphere of rhodium, complex 5, [Rh(CO)(PNN′′)], formed by sequential N-H activation of sulfonamide by the dearomatized ligand PNN′ and follow-up nucleophilic attack of anionic sulfonamide onto the imine fragment.

New pyrazole derivatives having CRTh2 antagonistic behaviour

The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.