29665-24-5

Basic information

• Product Name: N-[(Diethylamino)methylene]benzenesulfonamide
• Synonyms: N-[(Diethylamino)methylene]benzenesulfonamide
• CAS NO: 29665-24-5
• Molecular Formula: C₁₁H₁₆N₂O₂S
• Molecular Weight: 240.32
• Mol File: 29665-24-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 358.735°C at 760 mmHg
• Flash Point: 170.757°C
• Appearance: /
• Density: 1.116g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: N-[(Diethylamino)methylene]benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(Diethylamino)methylene]benzenesulfonamide(29665-24-5)
• EPA Substance Registry System: N-[(Diethylamino)methylene]benzenesulfonamide(29665-24-5)

Safety Data

• Hazardous Substances Data: 29665-24-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H16N2O2S/c1-3-13(4-2)10-12-16(14,15)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3/b12-10+

Upstream product

• 109-89-7 diethylamine 
• 98-09-9 benzenesulfonyl chloride 
• 121-44-8 triethylamine 
• 938-10-3 phenylsulfonyl azide 
• 617-84-5 N-formyldiethylamine 
• 55596-11-7 N-(2,2,2-trichloroethylidene)benzenesulfonamide 
• 98-10-2 benzenesulfonamide 
• 473-29-0 N,N-Dichlorobenzenesulfonamide 

Relevant articles and documents

Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis

Employing sulfonyl azide as a nitrogen donor, a visible-light-enabled aerobic dealkylative imidation of tertiary and secondary amines involving C(sp3)-C(sp3) bond cleavage with moderate to excellent yields at room temperature is described. It has been demonstrated that this imidation could take place spontaneously upon visible-light irradiation, and could be facilitated considerably by a ruthenium photocatalyst and oxygen. An alternative mechanism to the previous aerobic photoredox pathway has also been proposed.

N -Sulfonyl acetylketenimine as a highly reactive intermediate for the synthesis of N -sulfonyl amidines

A highly reactive intermediate N-sulfonyl acetylketenimine was generated from a 3-butyn-2-one participating CuAAC/ring-opening method. Its high reactivity due to bearing two EWGs allowed us to offer the first example of a reaction between ketenimine and amide to synthesize N-sulfonyl amidines efficiently.

An unexpected diethyl azodicarboxylate-promoted dehydrogenation of tertiaryamine and tandem reaction with sulfonyl azide

It is shown here for the first time that diethyl azodicarboxylate promotes dehydrogenation of tertiaryamines to afford enamines, which subsequently take place in tandem reactions with sulfonyl azides to give the N-sulfonyl amidine derivatives. A number of different substituted tertiaryamines and sulfonyl azides can successfully be coupled, and several functionalized groups are tolerated in this system. The reaction described here is mild, general, and efficient, thus providing an extremely preferable method for synthesis of a variety of N-sulfonyl amidine derivatives. Copyright