Mf. Abdel-megeed et al., A convenient synthesis of novel hydrazones and osazones of 2-hydrazino-3-phenyl-4(3H)-quinazolinone, REV RO CHIM, 44(1), 1999, pp. 67-76
A series of the hydrazones 3 was prepared in very good yields by the reacti
on of 2-hydrazino-3-phenyl-4(3H)-quinazolinone (1) with monosaccharides 2.
Acetylation of the hydrazones using acetic anhydride in the presence of pyr
idine at room temperature gave the coresponding acetyl derivatives 4 in exc
ellent yields. The reaction of three equivalents of 1 with one equivalent o
f monosaccharides 2 in acetic acid afforded the corresponding osazones 5 in
poor yields. Acetylation of the osazones using acetic anhydride in the pre
sence of pyridine at room temperature afforded the corresponding acetyl der
ivatives 6 in good yields.