1007597-67-2

Basic information

• Product Name: N-butyl-4-methyl-N-(phenylethynyl)benzenesulfonamide
• Synonyms: N-butyl-4-methyl-N-(phenylethynyl)benzenesulfonamide
• CAS NO: 1007597-67-2
• Molecular Weight: 327.447
• Mol File: 1007597-67-2.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: N-butyl-4-methyl-N-(phenylethynyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-4-methyl-N-(phenylethynyl)benzenesulfonamide(1007597-67-2)
• EPA Substance Registry System: N-butyl-4-methyl-N-(phenylethynyl)benzenesulfonamide(1007597-67-2)

Safety Data

• Hazardous Substances Data: 1007597-67-2(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 100-52-7 benzaldehyde 
• 698-88-4 (2,2-dichlorovinyl)benzene 
• 1907-65-9 N-butyl-4-toluenesulfonamide 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1483-82-5 phenylethynyl chloride 
• 58723-96-9 (Z)-1,2-dichloro-2-phenylethylene 
• 98-59-9 p-toluenesulfonyl chloride 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Synthesis of Sulfonamide-Based Ynamides and Ynamines in Water

Ynamides, though relatively more stable than ynamines, are still moisture-sensitive and prone to hydration especially under acidic and heating conditions. Here we report an environmentally benign, robust protocol to synthesize sulfonamide-based ynamides and arylynamines via Sonogashira coupling reactions in water, using a readily available quaternary ammonium salt as the surfactant.

TMSOTf-mediated approach to 1,3-oxazin-2-one skeleton through one-pot successive reduction-[4 + 2] cyclization process of imides with ynamides

A one-pot approach to access functionalized 1,3-oxazin-2-one skeleton has been developed through successive reduction and subsequent [4 + 2] cyclization process of N-Boc lactams with ynamides by TMSOTf. As a result, a number of five to seven membered ring fused bicyclic [1,2-c][1,3]oxazin-1-ones 12a-m and tricyclic derivatives 13a-f were obtained in moderate to excellent yields with excellent regioselectivities. Moreover, linear N-Boc amides 9a-e were also amenable to this transformation, and the desired 3,4-dihydro-1,3-oxazin-2-ones 14a-m were readily achieved in moderate yields with excellent regioselectivities.

Chemo- And regioselective click reactions through nickel-catalyzed azide-alkyne cycloaddition

Metal-catalyzed cycloaddition is an expeditious synthetic route to functionalized heterocyclic frameworks. However, achieving reactivity-controlled metal-catalyzed azide-alkyne cycloadditions from competing internal alkynes has been challenging. Herein, we report a nickel-catalyzed [3 + 2] cycloaddition of unsymmetrical alkynes with organic azides to afford functionalized 1,2,3-triazoles with excellent regio- and chemoselectivity control. Terminal alkynes and cyanoalkynes afford 1,5-disubstituted triazoles and 1,4,5-trisubstituted triazoles bearing a 4-cyano substituent, respectively. Thioalkynes and ynamides exhibit inverse regioselectivity compared with terminal alkynes and cyanoalkynes, affording 1,4,5-trisubstituted triazoles with 5-thiol and 5-amide substituents, respectively. Density functional theory calculations are performed for the elucidation of the reaction mechanism. The computed mechanism suggests that a nickellacyclopropene intermediate is generated by the oxidative addition of the alkyne substrate to the Ni(0)-Xantphos catalyst, and the subsequent C-N coupling of this intermediate with an azide is responsible for the chemo- and regioselectivity.