Abstract
It was shown that pyrimido[4,5-e]-1,2,4-triazine-6,8-diones enter the reversed azadiene synthesis reaction with ketones and vinyl ethyl ether in the presence of diethylamine or boron trifluoride etherate, and also with enamines. As a result of the reaction, pyrido[2,3-d]pyrimidine-2,4-diones are formed in good yield. Pyrimido[5,4-e]-1,2,4-triazine-5,7-diones do not undergo such reactions with acetone. The reasons for the unique behavior of the isomeric pyrimidotriazinediones in the reaction with acetone are discussed.
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For a preliminary communication, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 224–233, February, 1990.
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Shorshnev, S.V., Esipov, S.E., Chernyshev, A.I. et al. Synthesis of pyrido[2,3-d]pyrimidine-2,4-diones from pyrimido-[4,5-e]-1,2,4-triazine-6,8-diones by reversed azadiene synthesis. Chem Heterocycl Compd 26, 191–200 (1990). https://doi.org/10.1007/BF00499415
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DOI: https://doi.org/10.1007/BF00499415