Synthesis of Some New Heterocyclic Compounds Using - (N-Saccharin) Acetohydrazide

Abstract

Different new compounds derived from - (N-saccharin) acetohydrazide (1) as
starting material were synthesized. The Schiff bases (2a, b) were obtained by
condensation of (1) with 2,4-dimethoxybenzaldehyde and p-dimethylaminobenzaldehyde,
The cyclization of (2a, b) with maleic anhydride, phthalic anhydride, glycine, alanine and
chloroacetyl chloride gave the corresponding oxazepine, (3,4a, b), imidazolidine (5a-d)
and azitidine (6 a,b) derivatives. . Reaction (1) with ammonium thiocyanate gave triazol
derivative (7). Compound (7) that cyclized either with chloroacetic acid in presence
sodium acetate or a mixture of chloroacetic acid and 2,4-dimethoxybenzaldehyde
or p-dimethylaminobenzaldehyde to give the corresponding derivatives (8) and (9 a,b).
IR, elemental analysis, 1HNMR and 13C-NMR were used to characterize the target
compounds