Synthesis of some new imidazolinones of expected antimicrobial activity

The action of hydrazine on 5-cinnamylidene-2-ethylthio-3-phenylhydantoin [Ic] gave 1-amino-2-anilino-4-cinnamylidine- delta[2] imidazolin-5-one [II]. The latter was deaminated with nitrous acid to yield 2-amino-4-cinnamylidene- delta[2]-imidazolin-5-one [IVa] which was also obtained from Ic by the action of ammonium acetate or Ia by the action of aniline. Compound II was condensed with aromatic aldehydes to give the corresponding Schiff's bases VIa-f. A number of 2-substituted aminoimidazolinones IVb-j and VIIIa-d were also prepared. Some of the obtained compounds showed antimicrobial activity