314751-54-7Relevant academic research and scientific papers
Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4- benzoquinone monoimines
Avdeenko,Konovalova
, p. 349 - 364 (2007/10/03)
The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. Z-E Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-
Chlorination of N-(N-arylsulfonylarylimidoyl)-1,4-benzoquinone imines and their reduced forms
Avdeenko,Marchenko,Konovalova
, p. 546 - 552 (2007/10/03)
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.
