63228-66-0

Basic information

• Product Name: N-(4-methylphenyl)-2-nitrobenzenesulfonamide
• Synonyms: N-(4-methylphenyl)-2-nitrobenzenesulfonamide
• CAS NO: 63228-66-0
• Molecular Formula: C₁₃H₁₂N₂O₄S
• Molecular Weight: 292.31038
• Mol File: 63228-66-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-methylphenyl)-2-nitrobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylphenyl)-2-nitrobenzenesulfonamide(63228-66-0)
• EPA Substance Registry System: N-(4-methylphenyl)-2-nitrobenzenesulfonamide(63228-66-0)

Safety Data

• Hazardous Substances Data: 63228-66-0(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 1172142-58-3 N-(but-3-enyl)-N-(4-methylphenyl)-2-nitrobenzenesulfonamide 
• 1172142-53-8 N-allyl-N-(4-methylphenyl)-2-nitrobenzenesulfonamide 
• 1187670-99-0 ethyl (R)-N-(2-nitrophenylsulfonyl)-N-(4-methylphenyl)-2-aminopropanoate 
• 159049-02-2 C₁₃H₁₁N₃O₂S 
• 27384-96-9 2-amino-N-(4'-methylphenyl)benzenesulfonamide 
• 182997-35-9 4,N-dimethyl-2-(2-nitro-benzenesulfonyl)-aniline 
• 220400-33-9 2-nitro-benzenesulfonic acid-(N-methyl-p-toluidide) 

Relevant articles and documents

One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts

A mild and effective one-pot synthesis of 1,2,3-benzotriazin-4(3H)-ones and benzothiatriazine-1,1(2H)-dioxide analogues has been developed. The method involves the diazotisation and subsequent cyclisation of 2-aminobenzamides and 2-aminobenzenesulfonamidesviastable diazonium salts, prepared using a polymer-supported nitrite reagent andp-tosic acid. The transformation was compatible with a wide range of aryl functional groups and amide/sulfonamide-substituents and was used for the synthesis of pharmaceutically important targets. The synthetic utility of the one-pot diazotisaton-cyclisation process was further demonstrated with the preparation of an α-amino acid containing 1,2,3-benzotriazin-4(3H)-one.

Triflic acid–catalyzed rearrangement of unalkylated benzene sulfonanilides

ABSTRACT: Previous work has demonstrated that alkylated benzene sulfonanilides undergo sulfuric acid (98%)–catalyzed rearrangement to alkylamino diaryl sulfones. Similar treatment of their unalkylated analogs typically leads only to hydrolysis. Surprisingly, when the unalkylated benzene sulfonanilides react with triflic acid, rearrangement to sulfones does occur.

Facile access to bicyclic sultams with methyl 1-sulfonylcyclopropane-l- carboxylate moieties

N-(2,3-Dibromopropyl)- and N-(3,4-dibromobutyl)(methoxycarbonyl) methanesulfanilides upon treatment with potassium carbonate in DMF furnish, methyl 3-aryl-2,2-dioxo-2thia-3-azabicyclo[n.1.0]alkane-1.-carboxylates in yields ranging from 54 to 84% (10 examples). The starting materials were obtained by sulfonylation of N-alkenylanilines with methyl (chlorosulfonyl) acetate and. subsequent bromination. For the N-alkenylanil.in.es (10 examples, 60-77% yield) an efficient new synthesis employing a 2-nitrophenylsulfonyl substituent as a protective as well as an activating group has been developed. The 4-methoxyphenyl (PMP) group could easily be removed, from, the sultam. nitrogen atom by treatment with cerium(IV) ammonium nitrate.