Kishner reduction of (±)-33 (109 mg, 0.54 mmol) with 80% hydrazine hydrate (0.07 mL), KOH (40 mg), and triethylene glycol (1 mL) was carried out as described for the preparation of the (-) enantiomer. Chromatography afforded a solid which was sublimed at 50 °C (20 mm) to give 10: 74 mg (73% yield); mp 100 °C (in a sealed tube) (lit.13 mp 100-102 °C).

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The accurate-mass-based GC/MS method offers great selectivity and sensitivity for quantitative analysis of the persistent organic pollutants. Thus, elucidation of the structures of the fragments is of prime importance for building an accurate-mass-based isotopic method. In addition, this study is useful for GC/MS/MS method development because multiple reaction monitoring (MRM) transitions of precursor ions and product ions may be easily elucidated based on these fragmentation patterns.

Absolute configurations have been assigned to the enantiomers of the antimalarial drug quinacrine dihydrochloride. Condensation of ( -)-(R)-4-amino-l-diethylaminopentane (from L-glutamic acid) with 6,9-dichloro-2-methoxyacridine gave ( -)-(R)-6-chloro-9-(4'diethylamino-1'-methylbutyl) amino-2-methoxyacridine [(-)-(R)-quinacrine] while ( + )-(S)-quinacrine was obtained from the enantiomeric diamine.

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