Studies in spiro heterocycles. Part 4(1): Investigation of the reactions of fluorinated 3-aroylmethylene-indol-2-ones with hydrazine and phenylhydrazine and synthesis of spiro [indole-3,3'-pyrazol]-2-ones.
Reactions of various 3-aroylmethylene-indol-2-ones with hydrazine and phenylhydrazine under exactly similar conditions have been carried out. The reaction with phenylhydrazine has not been investigated earlier. It was found that although the reaction with hydrazine hydrate afforded a spiro derivative viz., spiro[3H-indole-3,3'-(3H)pyrazol]-2(1H)-one, that with phenylhydrazine yielded simply a hydrazone derivative. Representative spiro compounds have been screened for antifertility activity but none was found active at a dose of 10 mg/kg in adult female rats.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003271:Contraceptive Agents, Female / Q000138:chemical synthesis*; D005260:Female; D006834:Hydrazines; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D010659:Phenylhydrazines; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000494:pharmacology
D003271:Contraceptive Agents, Female; D006834:Hydrazines; D007211:Indoles; D010659:Phenylhydrazines; D011720:Pyrazoles; D013141:Spiro Compounds; C030299:phenylhydrazine; C029424:hydrazine