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SYNTHESIS OF 3-AMINOPYRIDINE-2(1H)-ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones

А. С. Фисюк, И. В. Кулаков, Д. С. Гончаров, О. С. Никитина, Ю. П. Богза, А. Л. Шацаускас
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From the interaction of 1,3-diketones with chloroacetamide N-(3-oxoalkenyl)chloroacetamides were obtained. Heating of N-(3-oxoalkenyl)chloroacetamides with an excess of pyridine in ethanol or butanol lead to the formation of pyridin-2(1Н)-ones containing a pyridinium cycle in the position 3. From the interaction of these compounds with hydrazine hydrate 3-aminopyridin-2(1Н)-ones were obtained. The synthesis of 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones was carried out by means of the reaction of 3-aminopyridin-2(1Н)-ones with monochloroacetic chloride.

How to Cite
Fisyuk, A. S.; Kulakov, I. V.; Goncharov, D. S.; Nikitina, O. S.; Bogza, Y. P.; Shatsauskas, A. L. Chem. Heterocycl. Compd. 2014, 50, 217. [Khim. Geterotsikl. Soedin. 2014, 241.]

For this article in the English edition see DOI 10.1007/s10593-014-1464-9

Synthesis of 3-aminopyridine-2(1H)-ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones


3-aminopyridin-2(1H)-ones; enaminoketones; N-(3-oxoalkenyl)amides; chloroacetamides; intramolecular cyclization

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