139719-08-7

Upstream product

• 64920-21-4 N-(4-hydroxy-naphthalen-1-yl)-4-methyl-benzenesulfonamide 
• 70249-49-9 N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)-4-methyl benzenesulfonamide 
• 139739-77-8 4-p-tolylsulfonylimino-2,2,3,3-tetrachloro-1,2,3,4-tetrahydronaphthalen-1-one 
• 36062-30-3 N-p-tolylsulfonyl-1,4-naphthoquinone-4-imine 
• 179245-31-9 N-(2,3-Dichloro-1-ethoxy-4-oxo-1,4-dihydro-naphthalen-1-yl)-4-methyl-benzenesulfonamide 
• 236739-33-6 4-p-Tolylsulfonylimino-2,2,3-trichloro-1,2,3,4-tetrahydronaphthalen-1-one 

Downstream Products

• 131535-38-1 Diisopropyl N-tolylsulfonyl-N-2,3-dichloro-4-hydroxy-1-naphthylamidophosphate 
• 131535-31-4 [2,3-Dichloro-4-oxo-1-(toluene-4-sulfonylamino)-1,4-dihydro-naphthalen-1-yl]-phosphonic acid diisopropyl ester 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 139739-77-8 4-p-tolylsulfonylimino-2,2,3,3-tetrachloro-1,2,3,4-tetrahydronaphthalen-1-one 
• 179245-31-9 N-(2,3-Dichloro-1-ethoxy-4-oxo-1,4-dihydro-naphthalen-1-yl)-4-methyl-benzenesulfonamide 
• 60365-91-5 C₁₇H₁₀Cl₂N₂O₂ 
• 303159-24-2 2-anilino-3-chloro-[1,4]naphthoquinone-4-phenylimine 

Relevant academic research and scientific papers

Reactions of Polyhalogenated 4-Arylsulfonylimino-2-cyclohexenones and 3,6-Bis(arylsulfonylimino)cyclohexenes with Alcohols

Polyhalogenated 4-arylsulfonylimino-2-cylohexenones and 3,6-bis(arylsulfonylimino)cyclohexenes react with alcohols to give 1,2-addition products at the C=N bond through intermediate formation of N-arylsulfonylimino-p-quinonimines. Heating of the adducts above the melting point results in elimination of alcohol molecule and formation of quinoid structures.

Some reactions of new semiquinoid compounds derived from N-arylsulfonyl-p-quinonimines

Polyhalogenated semiquinoid compounds on the basis of N-arylsulfonyl-p-quinonimines react with reducing agents (zinc or sodium dithionite in acetic acid) with elimination of one or two hydrogen halide molecules, depending on the number of hydrogens at the sp3-hybridized carbon atoms, to give the corresponding benzoid structures. Dehydrohalogenation of the title compounds in chloroform in the presence of triethylamine leads to formation of quinonimines. N,N′-Bis(arylsulfonyl)-p-quinonediimine derivatives do not undergo dehydrohalogenation. Reactions with dialkyl hydrogen phosphites result mostly in 1,2-addition and formation of phosphorylated products; the reaction is likely to involve intermediate dehydrohalogenation to the corresponding quinonimines which can be isolated in the pure state.

Some Reactions of 4-Arylsulfonylimino-2,2,3,3-tetrachloro-1,2,3,4-tetrahydronaphthalen-1-ones

Reduction of 4-arylsulfonylimino-2,2,3,3-tetrachloro-1,2,3,4-tetrahydronaphthalen-1-ones with Zn/AcOH or Na2S2O4 results in elimination of two chlorine atoms with formation of benzoid structures.Reactions of the title compounds with dialkyl hydrogen phosp

CHLORINATION OF N-ARYLSULFONYL-1,4-AMINONAPHTHOLS AND N-ARYLSULFONYL-1,4-NAPHTHOQUINONE 4-IMINES

The final products from the chlorination of N-arylsulfonyl-1,4-aminonaphthols and N-arylsulfonyl-1,4-naphthoquinone 4-imines are 4-arylsulfonylimino-1-oxo-2,2,3,3,-tetrachloro-1,2,3,4-tetrahydronaphthalenes.