78388-19-9

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-(3-methyl-2-butenyl)-
• Synonyms: 4-methyl-N-(3-methyl-2-butenyl)benzenesulfonamide
• CAS NO: 78388-19-9
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.33388
• Mol File: 78388-19-9.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-(3-methyl-2-butenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-(3-methyl-2-butenyl)-(78388-19-9)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-(3-methyl-2-butenyl)-(78388-19-9)

Safety Data

• Hazardous Substances Data: 78388-19-9(Hazardous Substances Data)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 870-63-3 prenyl bromide 
• 139951-62-5 O-2-methylbut-3-en-2-yl N-tosylcarbamate 
• 556-82-1 3-methyl-2-buten-1-ol 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 126745-59-3 N-Boc-N-(3-methylbut-2-enyl)-p-toluenesulfonamide 
• 124658-85-1 (E)-N-(3,7-dimethylocta-2,6-dien-1-yl)-4-methylbenzenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 13822-06-5 3,3-dimethylallylamine 
• 115-18-4 2-methyl-3-buten-2-ol 
• 5577-13-9 Tosylurethane 
• 4083-64-1 Tosyl isocyanate 
• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 1191-16-8 3-methylbut-2-enyl acetate 

Downstream Products

• 928154-51-2 4-methyl-N-(3-methylbut-2-enyl)-N-(phenylethynyl)benzenesulfonamide 
• 1433140-90-9 6,6-dimethyl-1-phenyl-3-tosyl-3-aza-bicyclo[3.1.0]hexan-2-one 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 135979-17-8 N-allyl-4-methyl-N-(3-methylbut-2-en-1-yl)benzenesulfonamide 
• 132330-44-0 N-prenyl-N-propargyltosylamide 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 154139-27-2 N-bromoacetyl-N-(3-methylbut-2-enyl)toluene-p-sulfonamide 
• 124658-86-2 2-ethoxy-4-isopropenyl-1-tosylpyrrolidine 

Relevant articles and documents

Twofold Radical-Based Synthesis of N, C-Difunctionalized Bicyclo[1.1.1]pentanes

Bicyclo[1.1.1]pentylamines (BCPAs) are of growing importance to the pharmaceutical industry as sp3-rich bioisosteres of anilines and N-tert-butyl groups. Here we report a facile synthesis of 1,3-disubstituted BCPAs using a twofold radical functionalization strategy. Sulfonamidyl radicals, generated through fragmentation of α-iodoaziridines, undergo initial addition to [1.1.1]propellane to afford iodo-BCPAs; the newly formed C-I bond in these products is then functionalized via a silyl-mediated Giese reaction. This chemistry also translates smoothly to 1,3-disubstituted iodo-BCPs. A wide variety of radical acceptors and iodo-BCPAs are accommodated, providing straightforward access to an array of valuable aniline-like isosteres.

Synthesis of 1,2-Dihydroquinolines via Hydrazine-Catalyzed Ring-Closing Carbonyl-Olefin Metathesis

The synthesis of 1,2-dihydroquinolines by the hydrazine-catalyzed ring-closing carbonyl-olefin metathesis (RCCOM) of N-prenylated 2-aminobenzaldehydes is reported. Substrates with a variety of substitution patterns are shown. With an acid-labile protecting group on the nitrogen atom, in situ deprotection and autoxidation furnish quinoline. In comparison with related oxygen-containing substrates, the cycloaddition step of the catalytic cycle is shown to be slower, but the cycloreversion is found to be more facile.

Visible-Light Mediated Hydrosilylative and Hydrophosphorylative Cyclizations of Enynes and Dienes

Described herein is a visible-light mediated intermolecular radical cyclization approach to access heterocycles. Heteroatom radicals, such as silicon and phosphorus atom radicals, were generated via direct hydrogen atom abstraction by the photoexcited catalyst species with hydro-silanes and phosphine oxides. The radical addition/cyclization/HAT (hydrogen atom transfer) reaction sequences of 1,6-enynes and 1,6-dienes were highly efficient delivering the desired heterocycles in good yields.