Research Article: 2-Amino-6-(dimethyl­amino)pyridine-3,5-dicarbonitrile

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Shaaban K. Mohamed, Ahmed M. Soliman, Eman M. M. Abdel-Raheem, Sohail Saeed, Wing-Tak Wong.


The title compound, C9H9N5, is slightly twisted from planarity, with a maximum deviation of 0.0285 (13) Å from the pyridine plane for the C atom bearing the amino group. The cyano groups are on different sides of the pyridine plane, with C- and N-atom deviations of 0.072 (3)/0.124 (4) and −0.228 (4)/−0.409 (5) Å from the pyridine plane. In the crystal, N—H⋯N and C—H⋯N hydrogen bonds connect the mol­ecules into zigzag chains running along the c axis.

Partial Text

For the synthesis of similar structures, see: Horton et al. (2012a ▶,b ▶); Soliman et al. (2012 ▶). For the biological significance of cyano­amino pyridines, see: Al-Haiza et al. (2003 ▶); Bhalerao & Krishnaiah (1995 ▶); Deo et al. (1990 ▶); Murata et al. (2003 ▶); Konda et al. (2010 ▶); Altomare et al. (2000 ▶); Hosni & Abdulla (2008 ▶); Shishoo et al. (1983 ▶).