V. Rybakov, V. L. Alifanov, E. Babaev
Oct 1, 2006
Citations
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Influential Citations
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Citations
Journal
Acta Crystallographica Section E: Crystallographic Communications
Abstract
In our previous communication (Rybakov et al., 2006) we have reported the synthesis and crystal structure of 2-(4-bromophenyl)oxazolo[3,2-a]pyrimidinium perchlorate, (1). Investigating the reaction of (1) with hydrazine we have found that the cation of (1) underwent selective cleavage of the pyrimidine fragment resulting in the title compound, (2). This type of conversion, unknown in the literature, provides an efficient method of synthesis of 2-aminooxazoles. The title compound, (2), was obtained in 96% yield, which is much better than the known synthetic routes, where (2) has been synthesized either by the reaction of cyanourea with p-bromophenacyl bromide (Beiling et al., 1965; Beyer & Schilling, 1966; van Leusen et al., 1981) or by the Curtius rearrangement of the hydrazide of oxazolyl-2-carboxylic acid (Tanaka & Nishiki, 1967). We report here the crystal structure of (2).