8-Methoxy-2-methylquinoline

Yi-Zhen Wang
2007 Acta Crystallographica Section E  
8-Methoxy-2-methylquinoline Yi-Zhen Wang S1. Comment Complexes containing the quinoline moiety can have pharmacological activity. Quinoline derivatives with additional substituents have good in anti-cancer and anti-malarial properties (Lee et al., 1991; Nicolaou et al., 1991) and this has aroused our inerest. Herein we describe the synthesis of the title compound and have determined its crystal structure. The asymmetric unit (Fig. 1 ) of the crystal structure contains two independent molecules.
more » ... The bond lengths and angles are normal (Allen et al., 1987) . The dihedral angle of between the N1/C1/C2/C3/C4/C9 plane and the C4-C9 plane is 1.43 (9)° and the dihedral angle of between the N2/C20/C12/C13/C14/C15 plane and the C15-C20 plane is 0.74 (1)°. The C11-O1-C8-C7 torsion angle is 3.3 (3)° and the C22-O2-C19-C18 torsion angle is -3.1 (3)°. S2. Experimental The title compound was synthesized by the reaction of 2-methylquinolin-8-ol with iodomethane and potassium carbonate in acetone at rt for 12 h, according to a literature method (Leir, 1977; Kitamura et al., 2000) . After filtration, the resulting solution was evaporated. Short column chromatogaphy on silica gel with chloroform and recrystallization from hexane gave a white solid. Single crystals suitable for X-ray diffraction were obtained by recrystallization of the title compound from absolute acetionitrile and ethyl ether. S3. Refinement H atoms were located in a difference map but were placed in calculated positions and refined in a riding-model approximation with C-H = 0.93-0.96 Å and U iso (H)=1.2U eq (C) or 1.5U eq (methyl C) supporting information sup-2 Acta Cryst. (2007). E63, o3230 supporting information sup-7
doi:10.1107/s1600536807027614 fatcat:4vmeezhqfbbltg33rvv6jnqoqy