6-Methoxyquinoline

Currently, the Skraup synthesis method is mostly used for the synthesis of 6-methoxyquinoline. The Skraup synthesis method involves reacting aromatic amines, glycerol or α,β-unsaturated aldehydes or ketones, sulfuric acid and nitrobenzene (corresponding to the aromatic amine used), arsenic pentoxide or ferric chloride and other oxidizing agents together to generate quinoline and its derivatives.

colorless to light yellow liquid

6-Methoxyquinoline is a useful sythetic intermediate

6-Methoxyquinoline is used as a precursor in the synthesis of:

• Fluorescent zinc and chlorine sensors.
• 5-Amino-2-aroylquinolines as potent tubulin polymerization inhibitors.
• 3-Fluoro-6-methoxyquinoline derivatives as inhibitors of bacterial DNA gyrase and topoisomerase.
• Cobalt-based ternary metal-organic complex as singleion magnets.

ChEBI: An aromatic ether that is quinoline substituted at position 6 by a methoxy group.

Journal of the American Chemical Society, 68, p. 1584, 1946 DOI: 10.1021/ja01212a062