Synthesis and spectroscopic study of aminals derived from 8-aminoquinoline

Article abstract of DOI:10.1139/v82-243

Treating 8-aminoquinoline with di-2-pyridyl ketone, pyridine-2-carboxaldehyde, or 6-methylpyridine-2-carboxaldehyde leads to the formation of the corresponding animal instead of the expected Schiff base.The ir, 1H nmr, and mass spectra of these compounds are described and discussed.Infrared and 1H nmr analyses indicate that these aminals enjoy intramolecular hydrogen bonding.This effect is considered to contribute significantly to their unusual stability.