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

Authors

  • Дмитрий Ю. Вандышев Voronezh State University, 1 Universitetskaya Sq., Voronezh 394006
  • Хидмет С. Шихалиев Voronezh State University, 1 Universitetskaya Sq., Voronezh 394006
  • Андрей Ю. Потапов Voronezh State University, 1 Universitetskaya Sq., Voronezh 394006
  • Михаил Ю. Крысин Voronezh State University, 1 Universitetskaya Sq., Voronezh 394006

DOI:

https://doi.org/10.1007/2627

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

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

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Published

2015-10-13

Issue

Vol. 51 No. 9 (2015)

Section

Original Papers