63228-66-0

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 academic research and scientific papers

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.

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

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.

Nickel-catalyzed regio- and enantioselective annulation reactions of 1,2,3,4-benzothiatriazine-1,1(2H)-dioxides with allenes

(Figure Presented) Extrusion of N2:1,2,3,4-Benzothiatriazine1,1 (2H)-dioxides reacted with alienes in the presence of a nickel (0)/(R)-quinap complex to produce a variety of substituted 3,4-dihydro-1,2-benzothiazine1,1 (2H)-dioxides in a regio- and enantioselective fashion. An intermediate nickelacycle was generated through denitrogenative activation of the triazo moiety which allowed the intermolecular incorporation of an aliene group. quinap = 1-(2diphenylphosphino-1-naphthyl)isoquinoline.

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.

Synthesis of isatins with a chiral substituent at the nitrogen atom

(R)-Ethyl 2-(isatin-1-yl)propanoates 8a-c were prepared from the corresponding (R)-arylalanines by Sandmeyer's method in high yield and good enantioselectivity (up to 99%). The key step of the process is the Mitsunobu reaction.