74827-87-5

Upstream product

• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 62-53-3 aniline 
• 22900-79-4 N-(3,5-dimethyl-4-hydroxyphenyl)-acetamide 
• 13331-93-6 4-nitroso-2,6-xylenol 
• 74827-85-3 N-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetamide 

Downstream Products

• 102164-02-3 1-Hydroxy-4-phenylimino-2,6-dimethyl-1-<3-dimethylamino-propin-(1)-yl>-cyclohexadien-(2,5) 
• 115020-09-2 1-Hydroxy-4-phenylimino-2,6-dimethyl-1-phenylaethinyl-cyclohexadien-(2,5) 
• 101729-51-5 1-Hydroxy-4-phenylimino-2,6-dimethyl-1-<3-methoxy-propin-(1)-yl>-cyclohexadien-(2,5) 
• 87810-92-2 2,6-dimethyl-1,4-benzosemiquinone anion radical 
• 78394-22-6 2,6-dimethyl-N-phenyl-p-benzoquinoneimine N-oxide 
• 78394-23-7 dimethyl 2,3-dihydro-1-(4-hydroxy-3,5-dimethylphenyl)-2-oxo-1H-indole-3,3-dicarboxylate 
• 78394-24-8 diethyl 2,3-dihydro-1-(4-hydroxy-3,5-dimethylphenyl)-2-oxo-1H-indole-3,3-dicarboxylate 
• 102756-50-3 3.5-Dimethyl-4-phenaethyl-diphenylamin 

Relevant academic research and scientific papers

Pd-Catalyzed Redox-Neutral C-N Coupling Reaction of Iminoquinones with Electron-Deficient Alkenes without External Oxidants: Access of Tertiary (E)-Enamines and Application to the Synthesis of Indoles and Quinolin-4-ones

A novel and efficient reductive N-alkenylation of iminoquinones with electron-deficient olefins has been successfully developed by Pd(II)-catalyzed redox-neutral reactions, which provides a synthesis of tertiary (E)-enamines. We further demonstrate that the tertiary enamines can be converted to multifarious N-heterocyclic compounds, indoles, and quinolones in good yields.

Studies on the mechanism of toxicity of acetaminophen. Synthesis and reactions of N-acetyl-2,6-dimethyl- and N-acetyl-3,5-dimethyl-p-benzoquinone imines

N-Acetyl-2,6-dimethyl-p-benzoquinone imine and N-acetyl-3,5-dimethyl-p-benzoquinone imine were prepared from 2,6-dimethylacetaminophen and 3,5-dimethylacetaminophen by oxidation with lead tetraacetate. Reaction of N-acetyl-2,6-dimethyl-p-benzoquinone imine with hydrochloric acid gave 3'-chloro-2',6'-dimethyl-4'-hydroxyacetanilide, whereas ethanethiol, aniline, and ethanol gave tetrahedral adducts resulting from addition to the imine carbon. Water gave 2,6-dimethyl-p-benzoquinone. With N-acetyl-3,5-dimethyl-p-benzoquinone imine, water and aniline gave substitution on the imine carbon, yielding 2,6-dimethyl-p-benzoquinone and 3,5-dimethyl-N-phenyl-p-benzoquinone imine, respectively. Ethanethiol gave 3',5'-dimethyl-2'-(ethylthio)-4'-hydroxyacetanilide. The toxicity of 2,6-dimethylacetaminophen and 3,5-dimethylacetaminophen was examined histologically in mice and rats. 3,5-Dimethylacetaminophen was slightly more nephrotoxic but showed a similar hepatotoxicity to acetaminophen. 2,6-Dimethylacetaminophen, like N-methylacetaminophen, showed very little tissue damage.