In the title compound, C16H13ClN2O, the quinoline ring system is approximately planar [maximum deviation 0.021 (2) Å] and forms a dihedral angle of 85.93 (6)° with the pyridone ring. Inter-molecular C - H⋯O hydrogen bonding, together with weak C - H⋯π and π-π interactions [centroid-to-centroid distances 3.5533 (9) and 3.7793 (9) Å], characterize the crystal structure. © 2010.

Mohana Roopan S

Department of Chemistry

School of Advanced Sciences

Vellore Campus

Nawaz Khan F

Kushwaha A.K

Khan F.N

Hathwar V.R

Akkurt M.

Fulltext

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VIT University

1-[(2-Chloro-8-methyl-quinolin-3-yl)-meth-yl]pyridin-2(1H)-one.

Acta Crystallographica Section E Structure Reports Online

The title compound, C18H16N2O, crystallizes in the triclinic space group P1, with four independent mol-ecules in the asymmetric unit wherein two mol-ecules have an irregular -ac, -ac, +ap conformation (ap, antiperiplanar; ac, anticlinal), while the other mol-ecules exhibit a different, +ac, +ac, +ap conformation. The planar (r.m.s. deviation = 0.006 Å in each of the four molecules) quinoline ring systems of the four mol-ecules are oriented at dihedral angles of 32.8 (2), 33.4 (2), 31.7 (2) and 32.3 (2)° with respect to the benzene rings. Intra-molecular N - H⋯N inter-actions occur in all four independent mol-ecules. The crystal packing is stabilized by inter-molecular N - H⋯O and C - H⋯O hydrogen bonds, and are further consolidated by C - H⋯π and π-π stacking inter-actions [centroid-centroid distances = 3.728 (3), 3.722 (3), 3.758 (3) and 3.705 (3) Å].

N-[2-(4-Methyl-2-quinolyl)phenyl]acetamide: aP1 structure withZ= 4

An efficient and regioselective N-alkylation of 4(3H)-pyrimidone with various electrophiles in the presence of Fe nano particle is reported. The catalyst initiates N-alkylation of amides by alkyl chlorides. The reaction of equimolar 4(3H)-pyrimidone and 2-chloro-3-(chloromethyl)quinolines in the presence of KOH and Fe nano particle (5 mol %) in DMSO solution under reflux condition formed 3-[(2-chloroquinolin-3-yl]methyl)pyrimidin-4(3H)ones. © 2010 Elsevier Ltd. All rights reserved.

Tetrahedron Letters

Fe nano particles mediated C–N bond-forming reaction: Regioselective synthesis of 3-[(2-chloroquinolin-3-yl)methyl]pyrimidin-4(3H)ones

2-Pyridone: monoclinic polymorph

One-step, three-component synthesis of highly substituted pyridines using silica nanoparticle as reusable catalyst

Arkivoc

Straightforward preparation of some nitrogen-containing 2,5-dialcoxystyrene derivatives

Synthesis of imidazoisoindol-3-ones by a palladium-catalyzed intramolecular C–H insertion reaction

1-[(2-Chloro-8-methylquinolin-3-yl)methyl]pyridin-2(1H)-one

Journal	Acta Crystallographica Section E Structure Reports Online
Publisher	International Union of Crystallography (IUCr)
ISSN	16005368
Open Access	Yes