2933-50-8Relevant academic research and scientific papers
A convenient method for the synthesis of 2-amino substituted aza-heterocycles from N,N′-disubstituted thioureas using TsCl/NaOH
Heinelt, Uwe,Schultheis, Daniela,J?ger, Siegfried,Lindenmaier, Marion,Pollex, Annett,Beckmann, Henning S.G.
, p. 9883 - 9888 (2007/10/03)
p-Toluenesulfonyl chloride (TsCl)/NaOH has been introduced as reagent combination for the synthesis of 2-amino-oxa- or 2-amino-thiazolidines from N-(2-hydroxyethyl)-thioureas, but its general application in heterocycle synthesis has not been investigated. In this paper the convenient and efficient synthesis of a variety of 2-amino-substituted 1-aza 3-(aza, oxo or thio) heterocycles of different substitution and ring sizes is described. The application of polymer-supported TsCl facilitates work-up and renders the reaction conditions very suitable for parallel or robot synthesis. Graphical Abstract
TRANSFORMATIONS OF PYRIDINIUMS DERIVED FROM AMINO-ALCOHOLS AND FROM DIAMINES
Katritzky, Alan R.,Langthorne, Roland T.,Patel, Ranjan C.,Lhommet, Gerard
, p. 2383 - 2390 (2007/10/02)
Pyridiniums derived from amino alcohols cyclise to ethers or rearrange to aldehydes on heating.Monopyridiniums from diamines can be acylated or converted into ureas or thioureas: these products cyclise on heating in solution to give dihydro-thiazoles, -4H-thiazines, -oxazoles, -4H-oxazines, or tetrahydro-3H-thiazepines.
