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

Authors

  • С. М. Рамш St. Petersburg State Technical University, St. Petersburg 198013
  • А. Г. Иваненко Institute Toxicology, Ministry of Public Health of Russia, St. Petersburg 193019
  • Н. Л. Медведский St. Petersburg State Technical University, St. Petersburg 198013
  • Д. Г. Лагерев St. Petersburg State Technical University, St. Petersburg 198013
  • Д. Б. Лазарев St. Petersburg State Technical University, St. Petersburg 198013
  • Л. Н. Белобржецкая Коста Genoa State University, Genoa

DOI:

https://doi.org/10.1007/7848

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

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

 

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Published

2023-05-26

Issue

No. 8 (2006)

Section

Original Papers