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

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-tetra...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-09, Vol.51 (9), p.829-833
Hauptverfasser: Vandyshev, Dmitriy Yu, Shikhaliev, Khidmet S., Potapov, Andrei Yu, Krysin, Mikhail Yu
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Sprache:eng
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Zusammenfassung: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-015-1782-6