J. D. Valk, H. Plas
1973
Citations
0
Influential Citations
6
Citations
Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
By treatment with potassium amide in liquid ammonia at −75°, 4-chloro-5-cyano-6-phenylpyrimidine is converted into 4-amino-5-cyano-6-phenylpyrimidine; 1-amino-2,2-dicyano-1-phenylethene is formed as a minor reaction product. Evidence is presented, using the labelled compounds 4-chloro-5-cyano-6-phenyl-[1(3)-15N]- and 4-chloro-5-[14C]cyano-6-phenylpyrimidine that i the conversion into the corresponding 4-amino compound proceeds completely according to the ANRORC mechanism, ii the 14C-cyano function remains nearly completely extranuclear. The synthesis of the 15N- and 14C-labelled 4-chloro-5-cyano-6-phenylpyrimidines is described.