Abstract
By coupling 5-methylpyrazole-3-diazonium chloride with ethyl cyanoacetylcarbamidate, ethyl 5-methyl-3-pyrazolylhydrazonocyanoacetylcarbamidate (1) has been prepared. Alkaline cyclisation of1 yields 2-(5-methyl-3-pyrazolyl)-3.5-dioxo-2.3.4.5-tetrahydro-1.2.4-triazine-6-carbonitrile (2), while thermal cyclisation yields ethyl 4-amino-7-methyl-pyrazolo[3.2-c]-[1.2.4]-triazine-3-carbonyl-carbamidate (3). On further cyclisation of3, 8-methylpyrazolo[3.2-c]pyrimido[4.5-e][1.2.4]-triazine-2.4(1H, 3H)-dione (4) is obtained.
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Slouka, J., Bekárek, V. & Kubatá, J. Über die Cyclisierung von 5-Methyl-3-pyrazolylhydrazonocyanacetylcarbamidsäureäthylester. Monatshefte für Chemie 105, 535–538 (1974). https://doi.org/10.1007/BF00912605
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DOI: https://doi.org/10.1007/BF00912605