Abstract
The title compound, C14H13ClN2O2, was obtained during an attempt to grow single crystals of 4-acetyl-phenyl 2-[(3-chloro-2-methyl-phen-yl)amino]-nicotinate in methanol, and was probably generated by alcoholysis. Two intra-molecular hydrogen bonds are formed, one between the N-H group and the carbonyl O atom of the ester and the other between the ortho sp 2CH group of the benzene ring and the pyridine N atom. Aromatic π-π stacking [shortest centroid-centroid separation = 3.598 (2) Å] is observed in the extended structure.
Highlights
The title compound, C14H13ClN2O2, was obtained during an attempt to grow single crystals of 4-acetylphenyl 2-[(3-chloro-2-methylphenyl)amino]nicotinate in methanol, and was probably generated by alcoholysis
It was obtained during an effort to obtain single crystals of a codrug, 4-acetylphenyl 2-[(3chloro-2-methylphenyl)amino]nicotinate, by slow evaporation in methanol
The asymmetric unit of I consists of one molecule with a near planar conformation as evidenced by the dihedral angle of 5.31 (1) between the C1–C6 benzene and N2/C8–C12 pyridine rings (Fig. 1)
Summary
The title compound, C14H13ClN2O2, was obtained during an attempt to grow single crystals of 4-acetylphenyl 2-[(3-chloro-2-methylphenyl)amino]nicotinate in methanol, and was probably generated by alcoholysis. Two intramolecular hydrogen bonds are formed, one between the N—H group and the carbonyl O atom of the ester and the other between the ortho sp2CH group of the benzene ring and the pyridine N atom. Aromatic – stacking [shortest centroid– centroid separation = 3.598 (2) A ] is observed in the extended structure
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