Abstract
1. From the action of Perbenzoic Acid on p-phenanthroline
two products have been obtained, the mono-N-oxide
and the di-N-oxide of p-phenanthroline
2, By the action of phosphoryl chloride on these
oxides, 2-chloro- and 2:7-dichloro-p-phenanthroline
have been obtained.
The position of the chlorine atoms in these
chloro- derivatives has been ascertained as a result of
their independent synthesis by methods which are
unambiguous.
3. 4-chloro- and 4:9-dichloro-p-phenanthroline
have been synthesised from 6-amino-quinoline
and 6-amino-8-chloro-quinoline respectively by the
ethoxy-methylenemalonate method.
4. From p-phenylene diamine and ethoxymethylene-malonate, the synthesis has been achieved of
4+5- Dihydroxy- and 4:5-Dichloro-p-phenanthroline.
5. Various chloro-p-phenanthrolines have been
condensed with various diethylamino-aikylamines
so as to obtain p-phenanthroline derivatives
carrying a basic side-chain in position 2 or 4.
Amongst the compounds synthesised in this way
are the following. 2-(2-diethylamino-)-,
2-(3-diethylpropylamino)-, 2-(4- diethylamino -l-
methylbutylamino)-, 4-(4-diethylamino-l-
methylentylamino)-, 9-chloro-4-(3-dietl]ylamino-propylamino)-p-phenanthroline.