Reaction of 4-hydroxy-6H-1,3-oxazin-6-ones with guanidine. Synthesis of new 1,3,5-triazine derivatives

2-(2-Furyl)- and 2-(2-thienyl)-5-alkyl-4-hydroxy-6 H -1,3-oxazin-6-ones react with guanidine in methanol in the presence of an equimolar amount of sodium methoxide to give previously unknown sodium 4-amino-6-hetaryl-1,3,5-triazin-2-ylacetates. The reactions of 2-(2-furyl)- and 2-(2-thienyl)-5-phenyl...

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Bibliographic Details
Published in:Russian journal of general chemistry 2015-11, Vol.85 (11), p.2578-2582
Main Authors: Chernov, N. M., Yakovlev, I. P., Zakhs, V. E., Semakova, T. L., Ksenofontova, G. V.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Summary:2-(2-Furyl)- and 2-(2-thienyl)-5-alkyl-4-hydroxy-6 H -1,3-oxazin-6-ones react with guanidine in methanol in the presence of an equimolar amount of sodium methoxide to give previously unknown sodium 4-amino-6-hetaryl-1,3,5-triazin-2-ylacetates. The reactions of 2-(2-furyl)- and 2-(2-thienyl)-5-phenyl-4-hydroxy-6 H -1,3-oxazin-6-ones with guanidine under analogous conditions are accompanied by decarboxylation, yielding 4-benzyl-6-hetaryl-1,3,5-triazin-2-amines. The corresponding decarboxylation products are also obtained by treatment of sodium 2-(4-amino-6-hetaryl-1,3,5-triazin-2-yl)propionates with aqueous HCl.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363215110122