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

Authors

M. AZAB, Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt
E. EL-BOURDANY, Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt
S. ABDEL-WAHAB, Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt
E. SOLIMAN, Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt

Corresponding Author

SOLIMAN, E.

Document Type

Original Article

Subject Areas

Chemistry

Keywords

Sulfonamide; Hydrazones; aminopyrazoles; pyrimidines; pyridazines

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.

How to Cite This Article

AZAB, M.; EL-BOURDANY, E.; ABDEL-WAHAB, S.; and SOLIMAN, E. (2007) "SYNTHESIS OF NOVEL PYRAZOLE, PYRIDAZINE AND PYRIMIDINE DERIVATIVES CONTAINING SULFONAMIDO MOIETY," Al-Azhar Bulletin of Science: Vol. 18: Iss. 2, Article 20.
DOI: https://doi.org/10.21608/absb.2007.11138