6-(4-Aminophenyl)-4-(4-ethoxyphenyl)-2-methoxynicotinonitrile

Abstract

In the title mol­ecule, C21H19N3O2, the central pyridine ring makes dihedral angles of 14.46 (9) and 34.67 (8)° with the 4-amino- and 4-eth­oxy-substituted benzene rings, respectively. The eth­oxy group is essentially coplanar with the attached benzene ring [C—O—C—C torsion angle = 178.70 (16)°] as is the meth­oxy group with the pyridine ring [C—O—C—N torsion angle = −3.0 (3)°]. In the crystal, mol­ecules are linked by N—H⋯N hydrogen bonds into chains along [201]. Weak C—H⋯O hydrogen bonds and C—H⋯π inter­actions are also present.

6-Methoxy-4-(2,4,5-trimethoxyphenyl)-2,2′-bipyridine-5-carbonitrile

“…In addition, the methoxy group of the 3-cyanopyridine group is also essentially co-planar with the pyridine ring as indicated by the torsion angle C17-O1-C10-N2 = 6.18 (14)°. The bond distances agree with the literature values (Allen et al, 1987) and are comparable with those found in the related structures (Chantrapromma et al, 2010;Suwunwong et al, 2012).…”

“…For the synthesis and applications of 3-cyanopyridine derivatives, see: Al-Jaber et al Zhou et al (2006). For related structures, see: Chantrapromma et al (2010); Suwunwong et al (2012). For standard bond-length data, see: Allen et al (1987).…”

6-(4-Aminophenyl)-2-methoxy-4-phenylnicotinonitrile

“…The cyano group is also roughly co-planar with the pyridine ring with an rms deviation of 0.0406 (1) Å from the ring plane. The bond distances in (I) agree with the literature values (Allen et al, 1987) and are comparable to those found in closely related structures (Chantrapromma et al, 2013 andSuwunwong et al, 2012;).…”

“…For bond-length data, see: Allen et al (1987). For related structures, see: Chantrapromma et al (2013); Suwunwong et al (2012Suwunwong et al ( , 2013.…”

“…Nicotinonitriles also find applications as non-linear optical (Raghukumar et al, 2003) and fluorescent materials (Koner et al, 2012). Continuing our ongoing research on fluorescent materials Suwunwong et al, 2012;, the title compound (I) was synthesized and its fluorescent properties were studied. Our results found that (I) possesses significant fluorescent properties that will be discussed elsewhere, together with those of other closely related compounds.…”