SYNTHESIS AND PROPERTIES OF 1,3-DIARYL-5,6-DIHYDRO-8H-IMIDAZO[2,1-<i>c</i>]-1,4-OXAZINIUM BROMIDES

Authors

  • А. М. Демченко T. G. Shevchenko Chernigov Pedagogical University, Chernigov 14013
  • Н. А. Штиль Chernigov Technological University, Chernigov 14027
  • А. П. Андрушко Chernigov Technological University, Chernigov 14027
  • А. Н. Красовский Chernigov Technological University, Chernigov 14027
  • А. Н. Чернега Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • Е. Б. Русанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • В. В. Пироженко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

Keywords:

heterocyclic amidines, 3-(4-methoxyphenylimino)-5,6-dihydro-2H-1,4-oxazine, substituted phenacyl bromides, 3-ethoxy-5,6-dihydro-2H-1,4-oxazine, exocyclic nitrogen atom, alkylation

Abstract

It has been established that the condensation of 3-(4-methoxyphenylamino)-5,6-dihydro-2H-1,4-oxazine with substituted phenacyl bromides occurs at the exocyclic nitrogen atom with formation of 3-aryl-3-hydroxy-1-(4-methoxyphenyl)-2,5,6,8-tetrahydro-3H-imidazo[2,1-c]-1,4-oxazinium bromides. By treatment of the latter with acetic anhydride 3-aryl-1-(4-methoxyphenyl)-5,6-dihydro-8H-imidazo[2,1-c]-1,4-oxazinium bromides are formed. The structures of the compounds synthesized were determined via 1H NMR spectroscopy and X-ray diffraction.

How to Cite
Demchenko, A. M.; Shtil, N. A.;  Andrushko, A. P.; Krasovsky, A. N.; Chernega, A. N.; Rusanov, E. B.; Pirozhenko, V. V.; Lozinskii, M. O. .  Chem. Heterocycl. Compd. 2003, 39, 1084. [Khim. Geterotsikl. Soedin. 2003, 1239.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000003529.60667.25

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Published

2003-08-25

Issue

No. 8 (2003)

Section

Original Papers