UTILITY OF HYDRAZIDOYL HALIDES IN HETEROCYCLES: A NEW ROUTE FOR THE SYNTHESIS OF ALKYLMERCAPTOHETEROCYCLIC COMPOUNDS

Abstract

The reaction of hydrazidoyl chloride (I) with ethyl mercaptan afforded the thioether derivative II. Compound II was converted to the pyridazine derivative III by fusion with ethyl cyanoacetate. Compound III was converted to the corresponding dioxide derivative IV. Compound III was utilized to synthesize a variety of heterocyclic compounds such as phthalazine and thieno[2,3-d] pyridazine derivatives, VIIIa-e and XI, respectively. Compound XI underwent chemical transformations to afford several new heterocyclic compounds. All structures were established on the basis of elemental analyses and spectral data.