SYNTHESIS OF DERIVATIVES OF 2-AMINOIMIDAZOLE AND 2-IMINOIMIDAZOLIDINE BY CYCLIZATION OF 1-ARYL-2-(4,6-DIMETHYLPYRIMIDIN-2-YL)GUANIDINES WITH α-BROMOCARBONYL COMPOUNDS

Authors

  • А. С. Шестаков Voronezh State University
  • И. С. Бушмаринов A. N. Nesmeyanov Institute of Elemento-organic Compounds
  • О. Е. Сидоренко Voronezh State University
  • Х. С. Шихалиев Voronezh State University
  • М. Ю. Антипин A. N. Nesmeyanov Institute of Elemento-organic Compounds

DOI:

https://doi.org/10.1007/2180

Keywords:

2-aminoimidazole, 1-aryl-2-(4, 6-dimethylpyrimidin-2-yl)guanidines, 2-iminoimidazoidine, phenacyl bromide, ethyl bromoacetate, ab initio calculations, NOESY, X-ray crystallography, cyclization

Abstract

Cyclization of 1-aryl-2-(4,6-dimethylpyrimidin-2-yl)guanidines with α-bromoacetophenone and ethyl bromoacetate gave derivatives of 1,4-diphenyl-1H-imidazole-2-amine and 2-amino-1-phenylimidazolidin- 4-one respectively. The mechanism of the reaction was determined on the basis of quantum-chemical calculations, NOESY NMR spectroscopy, and X-ray crystallography.

How to Cite
Shestakov, A. S.; Bushmarinov, I. S.; Sidorenko, O. E.; Shikhaliev, Kh. S.; Antipin, M. Yu. Chem. Heterocycl. Compd. 2011, 47(1), 82. [Khim. Geterotsikl. Soedin. 2011, 107.]

For this article in the English edition see DOI 10.1007/s10593-011-0723-2

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Published

2014-12-18

Issue

No. 1 (2011)

Section

Original Papers