
TY  - JOUR
A1  - Barnes, CS 
A1  - Halbert, EJ 
A1  - Goldsack, RJ 
T1  - The dimerization of anils of pyridine aldehydes catalysed by cyanide ion
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 9
SP  - 2027
EP  - 2034
KW  - 
UR  - https://doi.org/10.1071/CH9732027 
N2  - The three isomeric N-(pyridylmethylene)anilines (1; Ar? = pyridyl, Ar = phenyl) dimerized in Me2SO with NaCN to give the enediamines (2). Only when Ar? = 3-pyridyl did this spontaneously dehydrogenate to the bis(phenylimino) compound which was hydrolysed to 3,3?-pyridil. The 4- pyridyl enediamine (2; Ar? = 4-pyridyl, Ar = phenyl) formed a 1 : 1 adduct with Me2SO. It was oxidized in poor yield to the stable bis(phenylimino) compound. The 2-pyridyl enediamine (2; Ar? = 2- pyridyl, Ar = phenyl) was oxidized with chloranil. Under standard conditions attempted dimerization of (1; Ar? = 4-pyridyl, Ar = 4- methoxyphenyl) gave a [(4?-methoxyphenyl)imino](4-pyridyl)acetonitrile (7).     A series of monophenylimino derivatives of 2,2?-pyridil, and some anilides of isonicotinic acid, were prepared. 
ER  -

