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Condensation of 1,2-diamino-4-phenylimidazole and N-arylmaleimides with the formation of new tetrahydroimidazo[1,5-b]pyridazines

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Chemistry of Heterocyclic Compounds Aims and scope

We studied the condensation of 1,2-diamino-4-phenylimidazole with N-arylmaleimides and established that this reaction occurred upon brief refluxing of reactants in isopropanol in the presence of a catalytic amount of acetic acid and produced substituted 7-amino-N-aryl-2-oxo-5-phenyl-1,2,3,4-tetrahydroimidazo[1,5-b]pyridazine-4-carboxamides. Performing this reaction at room temperature led to the acyclic intermediates N-aryl-3-(1,2-diamino-4-phenylimidazol-5-yl)pyrrolidine-2,5-diones.

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  1. Voronezh State University, 1 Universitetskaya Sq., Voronezh, 394006, Russia

    Dmitriy Yu. Vandyshev, Khidmet S. Shikhaliev, Andrei Yu. Potapov & Mikhail Yu. Krysin

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  1. Dmitriy Yu. Vandyshev
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  2. Khidmet S. Shikhaliev
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  3. Andrei Yu. Potapov
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  4. Mikhail Yu. Krysin
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Correspondence to Dmitriy Yu. Vandyshev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(9), 829–833

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Vandyshev, D.Y., Shikhaliev, K.S., Potapov, A.Y. et al. Condensation of 1,2-diamino-4-phenylimidazole and N-arylmaleimides with the formation of new tetrahydroimidazo[1,5-b]pyridazines. Chem Heterocycl Comp 51, 829–833 (2015). https://doi.org/10.1007/s10593-015-1782-6

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  • DOI: https://doi.org/10.1007/s10593-015-1782-6

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