INVESTIGATION OF THE REACTION OF FLUORINE-CONTAINING OXO-1--PHENYL-4H-PYRAZOL-4-YLIDENE)-2H-INDOL-2-ONE WITH HYDRAZINE DERIVATIVES

The reaction of oxo-1-phenyl-4H-pyrazol-4-ylidene)-2H-indol-2-ones (3a -d) with various hydrazines has been studied in the absolute ethanol/g lacial acetic acid medium. Reaction of 3a-c with phenyl hydrazine in a bsolute ethanol gave exclusively spiro compounds (64-76%), while in gl acial acetic acid, a mixture of spiro compound (18-67%), hydrazones (1 4-25%) and a condensed compound (22-33%) was formed. 3 however gave on ly two compounds. Analogous reaction of 3a,c with hydrazine hydrate in absolute ethanol furnished a mixture of spiro (36-41%) and condensed derivative (22-26%). The compounds were characterised by elemental ana lyses, ir, pmr, F-19 nmr and mass spectral data.