Abstract
Arylhydrazones of diethylacetondicarboxylate3 was treated with formaldehyde to give 1-aryl-4,5,6-trihydropyridaine derivatives4a-f Cyclization of compound4a-f by hydroxylamine afforded [3,4d] 1,3,4,5-tetrahydropyridazine derivatives5a-f. Also cyclization of compound4c with semicarbazide gave 1-amidopyrazolo-5-one-1-aryl-3-carboxypyridazine6. On the other hand compound3 reacted with ethylorthoformate to give diethyl-1,4-dihydro-1-arylpyridazine-4-one-2,5 dicarboxylate7, which on treatment with hydrazine, semicarbazide and thiosemicarbazide 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 [3,4d]pyridazine derivatives.Arch. Pharm.,324, 585 (1990).
Snyder, H. R. and Jones, R. E.: Synthesis of 4-hydroxyquinolines. 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 [4,5]pyridazine and isoxazolo [3,4d]pyridazine derivatives. Arch. Pharm. Res. 15, 224–228 (1992). https://doi.org/10.1007/BF02974059
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DOI: https://doi.org/10.1007/BF02974059