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CONDENSATION OF 1,2-DIAMINO-4-PHENYLIMIDAZOLE AND N-ARYLMALEIMIDES WITH THE FORMATION OF NEW TETRAHYDROIMIDAZO[1,5-b]PYRIDAZINES

Дмитрий Ю. Вандышев, Хидмет С. Шихалиев, Андрей Ю. Потапов, Михаил Ю. Крысин
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Abstract


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.

How to Cite
Vandyshev, D. Yu; Shikhaliev, Kh. S.; Potapov, A. Yu.; Krysin, M. Yu. Chem. Heterocycl. Compd. 2015, 51, 829. [Khim. Geterotsikl. Soedin. 2015, 51, 829.]

For this article in the English edition see DOI 10.1007/s10593-015-1782-6


Keywords


7-amino-2-oxo-1,2,3,4-tetrahydroimidazo[1,5-b]pyridazine-4-carboxamides; N-arylmaleimides; 1,2-diamino-4-phenylimidazole; bisnucleophiles; regioisomers

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