In the title compound, C15H12ClN3O, the quinoline ring system is essentially planar, with a maximum deviation of 0.017 (1) Å. The crystal packing is stabilized by π-π stacking interactions between the quinoline rings of adjacent molecule, with a centroid-centroid distance of 3.5913 (8) Å. A weak C - H⋯π contact is also observed between molecules. © 2010.

Mohana Roopan S

Department of Chemistry

School of Advanced Sciences

Vellore Campus

Nawaz Khan F

Hathwar V.R

Akkurt M.

Fulltext

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2-Chloro-8-methyl-3-[(pyrimidin-4-yl­oxy)meth­yl]quinoline

Acta Crystallographica Section E Structure Reports Online

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

All the non-H atoms of the title compound, C11H 10ClNO2, are roughly coplanar (r.m.s. deviation = 0.058 Å). In the crystal, adjacent mol-ecules are linked by an O-H⋯N hydrogen bond, generating chains running along the a axis.

2-Chloro-3-hydroxymethyl-6-methoxyquinoline

All non-H atoms of the title compound, C12H12ClNO, are co-planar (r.m.s. deviation = 0.055 Å). The hydroxy H atom is disordered over two positions of equal occupancy. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, generating zigzag chains running along the b axis.

2-Chloro-3-hydroxymethyl-7,8-dimethylquinoline

The quinolinyl fused-ring of the title compound, C11H 8ClNO, is almost planar (r.m.s. deviation = 0.013 Å); the formyl group is slightly bent out of the plane of the fused ring system [C- C- C- O torsion angle = 13.5 (4)°].

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