585526-04-1

Basic information

• Product Name: Benzenesulfonamide, N-(4-methoxy-4-methyl-2,5-cyclohexadien-1-ylidene)-4-methyl-
• CAS NO: 585526-04-1
• Molecular Formula: C15H17NO3S
• Molecular Weight: 291.371
• Mol File: 585526-04-1.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-(4-methoxy-4-methyl-2,5-cyclohexadien-1-ylidene)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-(4-methoxy-4-methyl-2,5-cyclohexadien-1-ylidene)-4-methyl-(585526-04-1)
• EPA Substance Registry System: Benzenesulfonamide, N-(4-methoxy-4-methyl-2,5-cyclohexadien-1-ylidene)-4-methyl-(585526-04-1)

Safety Data

• Hazardous Substances Data: 585526-04-1(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 98-59-9 p-toluenesulfonyl chloride 
• 67-56-1 methanol 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 120-72-9 indole 

Downstream Products

• 585526-06-3 N-(4,8-dimethyl-5,8-dihydronaphthalen-1-yl)-4-methylbenzenesulfonamide 
• 585526-07-4 4-methyl-N-(4,7,8-trimethyl-5,8-dihydro-naphthalen-1-yl)-benzenesulfonamide 
• 1262997-30-7 C₂₂H₂₀N₂O₂S 
• 1255772-29-2 3-(4-methylphenyl)-2H-benzo[b][1,4]oxazin-2-one 
• 5524-56-1 ethyl 2-p-tolyl-2-oxoacetate 
• 34966-53-5 methyl 4-methylphenylglyoxylate 
• 75716-86-8 α-(4-methylphenyl)-α-oxoacetic acid tert-butyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 620-84-8 4-methyldiphenylamine 
• 4630-20-0 3-Methyl-9H-carbazole 
• 634-43-5 N-(p-tolyl)naphthalen-1-amine 
• 1643-99-8 4-fluoro-4’-methyldiphenylamine 
• 1410070-97-1 2-iodo-N-(p-tolyl)aniline 
• 87671-67-8 2-[(4-methylphenyl)amino]phenol 

Relevant articles and documents

Lewis Acid Regulated Divergent Catalytic Reaction between Quinone Imine Ketals (QIKs) and 1,3-Dicarbonyl Compounds: Switchable Access to Multiple Products Including 2-Aryl-1,3-Dicarbonyl Compounds, Indoles, and Benzofurans

A catalytic Lewis acid regulated reaction between quinone imine ketals (QIKs) and 1,3-dicarbonyl compounds provides a divergent and tunable approach to a variety of skeletons, including a series of 2-aryl-1,3-dicarbonyl compounds, indoles, and benzofurans. The use of lithium chloride and ferrous bromide gives C3- or C2-alkylation products of the QIKs. The combination of ferrous bromide and trifluoromethanesulfonic acid delivers indole derivatives. Sequential hydrolysis and C3-alkylation occur in the presence of ytterbium (III) trifluoromethanesulfonate and stoichiometric amounts of water. When the reaction is performed with trifluoromethanesulfonic acid and stoichiometric amounts of water, benzofuran is obtained. This protocol utilizes mild conditions, exhibits regio- and chemoselectivity, and has broad functional group tolerance. (Figure presented.).

Stereoselective Synthesis of Acyclic Tetrasubstituted Alkenes from Anilines by Dearomatization and Trimethylenemethane Cycloaddition

A method for stereoselective construction of acyclic all-carbon tetrasubstituted alkenes through insertion of nitrile-substituted trimethylenemethane into the aryl C–N bond in anilines via an aromaticity destruction-reconstruction process is reported. The

Carbon-Phosphorus Bond Formation on Anilines Mediated by a Hypervalent Iodine Reagent

Substituted anilines containing a sulfonyl group may be oxidized in situ in the presence of methanol and a hypervalent iodine reagent to form an active iminium species. Subsequent addition of phosphines or phosphites in the same pot produces meta-substitu

Destruction and Construction: Application of Dearomatization Strategy in Aromatic Carbon-Nitrogen Bond Functionalization

The formation of carbon-carbon bonds through the functionalization of aromatic carbon-nitrogen bonds is a highly attractive synthetic strategy in the synthesis of aromatic molecules. In this paper, we report a novel aromatic carbon-nitrogen bond functionalization reaction by using a simple dearomatization strategy. Through this process para-substituted anilines serve as a potential aryl source in the construction of a range of functionalized aromatic molecules, such as quaternary carbon centers, α-keto esters, and aldehydes.

Accessing bridged bicyclic compounds or meta carbon-functionalized anilines from the dearomatization of anilines

The oxidative dearomatization of anilines was combined with a domino Michael addition, providing a series of nitrogen-containing bridged bicyclic compounds in moderate to excellent yields. The bridged bicyclic compound could be converted into the correspo

One-pot synthesis of diarylamines from two aromatic amines via oxidative dearomatization-imino exchange-reductive aromatization

A one-pot synthetic strategy for diarylamines using only aromatic amines as starting materials has been developed. This method involved a PhI(OAc) 2-induced oxidative dearomatization of N-sulfonyl protected para-substituted anilines, a Bi(OTf)3-catalyzed imino exchange reaction between N-sulfonyl cyclohexadienimines and aromatic amines, and a CF3COOH/Zn mediated reductive aromatization of the resulting N-aryl cyclohexadienimines.

Selective C3-C3 oxidative cross-coupling between unactivated anilines and indoles

A selective C3-C3 oxidative cross-coupling between unactivated anilines and indoles catalyzed by copper bromide together with iodobenzene diacetate as the oxidant is described. This methodology provides a novel approach to biaryl synthesis. Copyright

Diels-Alder reactions of 4-alkoxy-4-alkylcyclohexa-2,5-dienimines: Synthesis of 5-alkylindoles

N-arylsulfonyl 4-alkoxy-4-alkylcyclohexadienimines undergo thermal Diels-Alder reactions with 1,3-butadienes to yield the expected cycloadducts. The crude adducts when treated with anhydrous acid yield dihydronaphthalenes which when subjected to a series of simple transformations produce 5-alkyl indoles in good overall yields.