STUDIES ON SOME HETEROCYCLIC COMPOUNDS

Abstract

The mixed moiety (III) was prepared via refluxing (I) with N-acetylisatin (IT). Treatment of(III) with N-bromosuccinimide gave a mixture ofpyrazole blue analogue (IV), bis-N-acetyloxindole (V),4,4-dibromo-3-methyl-1-phenyl-2-pyrazolin-5-one (VI) and 3-bromo-3-hydroxy-2-oxindole (VII). Compound (IV) reacted with amines, namely aniline, o-phenylenediamine, benzylamine, N,N-dimethylaniline to give the tiispyrazolone (VIII), the spiro product (IX), the addition products (X) and (XI) respectively.

Refluxing (IV) w!th hydrazine hydrate afforded the hydrazone (XII), while the addition product (Xlll) was obtained when the reaction was carried out at room temperature. Compound (IV) reacted with phenylhydrazine in refluxing ethanol to give the bis-pyrazolone (XIV).