SYNTHESIS OF NOVEL PYRAZOLE, PYRIDAZINE AND PYRIMIDINE DERIVATIVES CONTAINING SULFONAMIDO MOIETY

Document Type : Original Article

Authors

Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt

Abstract

Reaction of the hydrazone 2 with hydrazine hydrate, phenylhydrazine, benzoylhydrazine and/or semicarbazide in dioxane afforded the 3,5-diaminopyrazole derivatives 3-6, respectively. Refluxing 3 with acetic anhydride and/or benzoylchloride, furnished the N-acyl derivatives 7 and 8. On the other hand, fusion of 3 with different aromatic aldehydes produced the Schiff bases 9a-c, respectively. Treatment of 2 with urea, thiourea and/or guanidine hydrochloride furnished the pyrimidine and 1,3-thiazine derivatives 10-12, respectively. Reaction of 2 with ethyl cyanoacetate, ethyl acetoacetate, malononitrile and/or piperidine yielded the pyridazine derivatives 14 and 15, pyridopyridazine 17 and the enaminonitrile 18. Treatment of 18 with CS2 and/or phenylisothiocyanate produced 1,3-thiazine 20, dithioxopyrimidine 21 and the thiopyrimidine derivatives 22, respectively.

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