264907-70-2

Upstream product

• 151-50-8 potassium cyanide 
• 264907-60-0 [2-Chloro-2-ethyl-but-(E)-ylidene]-phenyl-amine 
• 62-53-3 aniline 
• 57240-62-7 2-chloro-2-ethylbutyraldehyde 
• 5804-85-3 diethylaluminium cyanide 

Downstream Products

• 503548-56-9 2-{1-[cyano(phenylimino)methyl]-1-ethyl-N-phenylpropylamino}-3-ethylpent-2-enenitrile 
• 264907-80-4 3-Ethyl-3-hydroperoxy-2-[(E)-phenylimino]-pentanenitrile 

Relevant academic research and scientific papers

Reactions of 2-[(2-arylimino-2-cyano-1,1-dimethylethyl)arylamino]-3-methylbut-2-enenitrile with copper(II) acetate: Synthesis of 2-(2,3-dihydro-2,2-dimethyl-3-oxo-1H-indol-1-yl)-3-methylbut-2-enenitriles

Treatment of 2-[(2-arylimino-2-cyano-1,1-dimethylethyl)arylamino]-3-methylbut-2-enenitrile 15, prepared by reactions of N-aryl α-cyanoenamines 3 with Cu(OAc)2·H2O (2 equiv.) in the presence of pyridine (2 equiv.) in EtOH at reflux, and with Cu(OAc)2·H2O (1 equiv.) in HOAc at reflux gave 2-(2,3-dihydro-2,2-dimethyl-3-oxo-1H-indol-1-yl)-3-methylbut-2-enenitriles 11 in moderate to good yields.

The first isolation of α-hydroperoxy-N-arylimidoyl cyanides from 2- arylamino-2-alkenenitriles (α-cyanoenamines)

Treatment of N-1-(2-chloroalkylidene)arylamines 6 with KCN in CH3CN at reflux afforded 2-arylamino-2-alkenenitriles 3 (42-58%), which underwent autoxidation, yielding the corresponding α-hydroperoxyimidoyl cyanides (95- 100%). (C) 2000 Elsevier Science Ltd.