Molecular design of pyrazolo[3,4-<Emphasis Type="Italic">d</Emphasis>]pyridazines |
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Authors: | V S Matiichuk M A Potopnyk N D Obushak |
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Institution: | (1) Ivan Franko Lviv National University, ul. Kirilla i Mefodiya 6, Lviv, 79005, Ukraine |
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Abstract: | Reactions of arenediazonium chlorides with ethyl 2-methyl-and 2-chloro-4-oxobutanoates gave, respectively, ethyl 2-(arylhydrazono)propanoates and chloro(arylhydrazono)acetates. Ethyl 2-(arylhydrazono)-propanoates reacted with the Vilsmeier-Haak reagent to give ethyl 1-aryl-4-formyl-1 H-pyrazole-3-carboxylates. Ethyl 1-aryl-4-acetyl-5-methyl-1H-pyrazole-3-carboxylates were obtained by reaction of chloro(arylhydrazono) acetates with acetylacetone. Reactions of the obtained pyrazole derivatives with hydrazine and methylhydrazine led to the formation of the corresponding 3,4-R 2 1 -6-R2-2-aryl-2,6-dihydro-7H-pyrazolo-3,4-d]pyridazin-7-ones (R1, R2 = H, Me) which were subjected to alkylation and sulfurization. |
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