Abstract
Arylhydrazones of diethyl acetonedicarboxylate3 was treated with formaldehyde to give 1-aryl-1,4,5,6-tetrahyeheypyridazine derivatives4a-f Cyclization of compound4a-f by hydroxylamine afforded [3,4-d] 1,4,5,6-tetrahydropyridazine derivatives5a-f. Also cyclization of compound4c with semicarbazide gave pyrazolote [4,3-c] pyridazine6. On the other hand compound 3 reacted with ethylorthoformate to give diethyl-1,4-dihydro-1-arylpyridazine-4-one-3,5 dicarboxylate7, which on treatment with hydrazine, semicarbazide and thiosemicarbzide gave pyridazine, amido and thioamido derivatives. The spectral and antimicrobial data of these compounds1–8 were studied.
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Sharaf, M. A. A., Abd El Aal, F. A., Elgemeia, G. E. H. and El Dammaty, A. A., Reactions with diethyl acetondicarboxylate: Novel synthesis of pyrazolo[3,4-d]pyridazine derivatives.Arch. Pharm., 324, 585–587 (1990).
Snyder, H. R. and Jones, R. E., Synthesis of 4-hydroxy-quinolines. Direct synthesis of β-substituted acrylic esters.J. Am. Chem. Soc., 68, 1253 (1946).
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Abbass, I.M., Sharaf, M.A.F. & El-damaty, A.A. Synthesis of pyrazolo [4,3-c] pyridazine and isoxazolo [3,4-d] pyridazine derivatives. Arch. Pharm. Res. 16, 164–167 (1993). https://doi.org/10.1007/BF03036868
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DOI: https://doi.org/10.1007/BF03036868