Research Article: 2-Amino-6-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-1-methyl-5-nitro-4-phenyl-1,4-dihydro­pyridine-3-carbonitrile ethanol monosolvate

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Chuan-Wen Sun, Yan-Xia Chen, Tian-Yan Liu.


In the title compound, C21H21ClN6O2·C2H6O, a member of the insecticidal active neonicotinoid group of compounds, the 1,4-dihydro­pyridine ring adopts a boat conformation. An intra­molecular C—H⋯O hydrogen bond occurs while the components are linked by an N—H⋯O interaction. The crystal packing is stablized by O—H⋯N hydrogen bonds and C—H⋯O interactions.

Partial Text

For the synthesis, see: Zhang et al. (2010 ▶). For the insectidal activity of nitenpyram [systematic name: (E)-N-(6-Chloro-3-pyridyl­meth­yl)-N-ethyl-N′-methyl-2-nitro­vinyl­idenediamine], see: Elbert & Nauen (2000 ▶); Jeschke & Nauen (2008 ▶); Kashiwada (1996 ▶); Minamida et al. (1993 ▶); Shao et al. (2008 ▶); Tomizawa & Casida (2009 ▶).