37648-48-9

Upstream product

• 256945-45-6 3-chloro-1-(4-methoxy-phenyl)-4-(3-methoxy-phenylamino)-pyrrole-2,5-dione 
• 256945-46-7 3-chloro-1-(4-methoxy-phenyl)-4-(4-methoxy-phenylamino)-pyrrole-2,5-dione 
• 34379-53-8 2,3-dichloro-N-(4-methoxyphenyl)maleimide 
• 104-94-9 4-methoxy-aniline 

Relevant academic research and scientific papers

Generality and scope of the synthesis of 2-arylpyrrolo[3,4-b] quinoxaline-1,3-diones from 2,3-dichloro-N-arylmaleimides. II

Nucleophilic substitution of 2,3-dichloro-N-arylmaleimides (1) and (2) with a series of arylamines gives 2-arylamino-3-chloro-N-arylmaleimides (3) and (4), respectively. When 4 is treated with sodium azide at room temperature, it cyclizes to the 2-(p-methoxyphenyl)pyrrolo[3,4-b]quinoxaline- 1,3-diones (5). Under the same conditions, the 2-(p-nitrophenyl) analogue (3) fails to cyclize. Ring closure is also subject to the steric and electronic effects of substituents in the nucleophile.