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2-AMINO-5,5-BIS(HYDROXYMETHYL)-1,3-THIAZOL-4(5H)-ONE AND ITS SPIRODIOXANE COMPOUNDS IN THE MANNICH REACTION

С. М. Рамш, А. Г. Иваненко, Н. Л. Медведский, Д. Г. Лагерев, Д. Б. Лазарев, Л. Н. Белобржецкая Коста

Abstract


It was found that the aminomethylation of 2-amino-5,5-bis(hydroxymethyl)-1,3-thiazol-4(5H)-one and its spiro analogs using primary amines is accompanied  by cyclization at the amidine fragment of the molecule with annelation of a tetrahydrotriazine ring. When using secondary amines the aminomethylation occurs at the exocyclic nitrogen atom.

How to Cite
Ramsh, S. M.; Ivanenko, A. G.; Medvedskiy, N. L.; Lagerev, D. G.; Lazarev, D. B.; Belobrzeckaja Costa, L. N.  Chem. Heterocycl. Compd. 2006, 42, 1086. [Khim. Geterotsikl. Soedin. 2006, 1252.]

For this article in the English edition see DOI 10.1007/s10593-006-0207-y

 


Keywords


2-amino-5,5-bis(hydroxymethyl)-1,3-thiazol-4(5H)-one; 2-'amino-2-aryl(hetaryl)spiro-[1,3-dioxan-5,5'(4'H)-1',3'-thiazol]-4'-ones; 5-methyl- and 2-amino-5-ethyl-1,3-thiazol-4(5)-ones; aminomethylation

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