Synthesis and Properties of 1,3-Diaryl-5,6-dihydro-8H-imidazo[2,1-c]-1,4-oxazinium Bromides |
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Authors: | A. M. Demchenko N. A. Shtil A. P. Andrushko A. N. Krasovsky A. N. Chernega E. B. Rusanov V. V. Pirozhenko M. O. Lozinskii |
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Affiliation: | (1) T. G. Shevchenko Chernigov Pedagogical University, Chernigov, 14013, Ukraine;(2) Chernigov Technological University, Chernigov, 14027, Ukraine;(3) Ukraine National Academy of Sciences, Institute of Organic Chemistry, Kiev, 02094, Ukraine |
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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 via1H NMR spectroscopy and X-ray diffraction. |
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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 |
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