68374-96-9

Basic information

• Product Name: Benzenesulfonamide, N-(2,3,5-trichloro-4-oxo-2,5-cyclohexadien-1-ylidene)-
• CAS NO: 68374-96-9
• Molecular Formula: C12H6Cl3NO3S
• Molecular Weight: 350.61
• Mol File: 68374-96-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-(2,3,5-trichloro-4-oxo-2,5-cyclohexadien-1-ylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-(2,3,5-trichloro-4-oxo-2,5-cyclohexadien-1-ylidene)-(68374-96-9)
• EPA Substance Registry System: Benzenesulfonamide, N-(2,3,5-trichloro-4-oxo-2,5-cyclohexadien-1-ylidene)-(68374-96-9)

Safety Data

• Hazardous Substances Data: 68374-96-9(Hazardous Substances Data)

Upstream product

• 38250-74-7 N-phenylsulfonyl-2-chloro-1,4-benzoquinone imine 
• 68375-07-5 N-phenylsulfonyl-2,3,6-trichloro-4-aminophenol 
• 51767-43-2 N-phenylsulfonyl-2-chloro-4-aminophenol 
• 4056-56-8 N-(phenylsulfonyl)-1,4-benzoquinone monoimine 
• 5471-90-9 N-(4-hydroxyphenyl)benzenesulfonamide 

Downstream Products

• 68375-07-5 N-phenylsulfonyl-2,3,6-trichloro-4-aminophenol 
• 102117-88-4 2,3,6-trichloro-4-(p-tolylimino)-1,4-benzoquinone 

Relevant articles and documents

Chlorination of N-(N-arylsulfonylarylimidoyl)-1,4-benzoquinone imines and their reduced forms

The study of chlorination of N-(N-arylsulfonylarylimidoyl)-1, 4-benzoquinone imines and of N-(N-arylsulfonylarylimidoyl)-1,4-aminophenols revealed that the dominant stage in the process was the formation of cyclohexene structures, 4-(N-arylsulfonylarylimidoyl)imino-2,5,6-trichloro-2-cyclohexene-1-ones, resulting from addition of a Cl2 molecule across the C=C bond of the quinoid ring. These substances suffer a prototropic rearrangements yielding N-(N-arylsulfonylarylimidoyl)-2,3,6-trichloro-4-aminophenols. The latter are the most common reaction products. The products of deeper chlorination were also obtained.

REACTION OF N-ARYLSULFONYL-1,4-BENZOQUINONE MONOIMINES WITH HYDROGEN CHLORIDE IN DIMETHYLFORMAMIDE

On reacting N-arylsulfonyl-2,6-dichloro-1,4-benzoquinone monoimines with hydrogen chloride in dimethylformamide, the chlorine atom enters into the position ortho to the nitrogen atom of the arylsulfonylquinone imine.