SYNTHESIS OF NOVEL PYRAZOLE, PYRIDAZINE AND PYRIMIDINE DERIVATIVES CONTAINING SULFONAMIDO MOIETY | ||||
| Al-Azhar Bulletin of Science | ||||
| Article 14, Volume 2007, Issue 12, December 2007, Page 167-178 PDF (555.58 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/absb.2007.11138 | ||||
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| Authors | ||||
| M. AZAB; E. A. EL-BOURDANY; S. S. ABDEL-WAHAB; E. A. SOLIMAN* | ||||
| 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. | ||||
| Keywords | ||||
| Sulfonamide; Hydrazones; aminopyrazoles; pyrimidines; pyridazines | ||||
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