97942-84-2Relevant academic research and scientific papers
Reaction of Trichloroacetonitrile and Phenyl Cyanate with Ylidene Nitriles
Gewald, Karl,Hain, Ute,Gruner, Margit
, p. 2198 - 2207 (2007/10/02)
The base-catalyzed addition of ethyl 4,4-dicyano-3-methyl-3-butenoate (1) onto trichloroacetonitrile or phenyl cyanate, respectively, yields the substituted 2-amino-3,5-pyridinedicarboxylic acid derivatives 3.With the same components the 3-amino-2,4-dicyanocrotononitrile (8) analogously reacts to form the substituted 2,4-diamino-3,5-pyridinedicarbonitriles 9.The trichloromethyl or phenoxy group in 3 or 9 is exchanged by hydrazine hydrate to yield the pyrazolopyridines (5, 13).From 3 further the substituted pyridopyrimidin-4-one 7 is synthesized.Methyl 3-amino-2,4-dicyanocrotonate (14) reacts with trichloroacetonitrile or phenyl cyanate, respectively, to give the substituted 4-amino-3,5-dicyano-2(1H)-pyridinones 16.These can be converted into 2-alkoxy- and 2,6-dialkoxypyridine derivatives 18 - 21.
