Synthesis of some new heterocyclic compounds using α- (N-saccharin)‎ acetohydrazide

Abstract EN

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.

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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.