Abstract:
In this study, thirty one new compounds of 1- (α-aminobenzyl)-2-
naphthol derivatives (Betti bases) were synthesized using two methods. In the
first method, these compounds were synthesized via 1,3-naphthoxazines, by
condensation reaction between β-naphthol, aromatic aldehydes and primary or
secondary amines as a source of nitrogen in presence of methanol as a solvent,
in the ratio of 1: 2: 1 at ambient temperature for two days. The prepared 1,3-
naphthoxazines were hydrolysed in hydrochloric acid 20% with reflux for six
hours to give products known as the Betti base derivatives. In the second
method, Betti base derivatives were synthesized directly in one step by
condensation reaction of β- naphthol, aromatic aldehydes and ammonia
solution, in the presence of water as a solvent, in the ratio of 1: 1: 1 at ambient
temperature with stirring for one hour.
Some of the synthesized Betti base derivatives that had been coupled with
benzene diazonium salts gave products in moderate to high yield as colored azo
dyes.
The resulting compounds were purified by recrystllization and then tested
by thin-layer chromatography. Physical properties of these compounds (colour,
melting point, yield in grams and percentage) and spectral properties (UV, IR,
1H-NMR and mass spectrometry) were measured. The results obtained revealed
that the Betti base derivatives, whether they were synthesized either through
1,3-naphthoxazine or directly in one step gave identical spectral behavior and
physical properties.
