2933-37-1Relevant 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
A mild cyclodesulfurization of N-(2-hydroxyethyl)-N′-phenylthioureas to 2-phenylamino-2-oxazolines using TsCl/NaOH
Kim, Taek Hyeon,Lee, Namgun,Lee, Gue-Jae,Kim, Jae Nyoung
, p. 7137 - 7141 (2007/10/03)
An efficient synthesis of 2-phenylamino-2-oxazolines 3 via cyclodesulfurization of N-(2-hydroxyethyl)-N′-phenylthioureas 2 by a one-pot reaction using p-toluenesulfonyl chloride (TsCl) and NaOH in very good yields is described.
One-pot synthesis of 2-phenylaminothiazolines from N-(2-hydroxyethyl)-N'-phenylthioureas
Kim, Taek Hyeon,Min, Jung Ki,Lee, Gue-Jae
, p. 8201 - 8204 (2007/10/03)
2-Phenylaminothiazolines 3 were synthesized from N-(2-hydroxyethyl)-N'-phenylthioureas 2 by a one-pot reaction using p-toluenesulfonyl chloride (TsCl) and NaOH or Et3N.
REACTIONS OF P-DIALKYLAMIDO-P-ACETYLPHOSPHITES WITH N-OXYALKYL-N'-SUBSTITUTED THIOCARBAMIDES. SYNTHESIS OF 2-IMINOTHIAZOLIDINE DERIVATIVES UNDER MILD CONDITIONS
Mizrakh, L. I.,Polonskaya, L. Yu.,Gvozdetskii, A. N.,Ivanova, T. M.,Vasil'ev, A. M.,Karpunina, L. B.
, p. 1229 - 1233 (2007/10/02)
Reacting P-dialkylamido-P-acetylphosphites with N-oxyalkyl-N'-substituted thiocarbamides has been used in the synthesis of derivatives of 2-iminothiazolidine under mild conditions, in which it is not observed that there is parallel formation of products c
REACTIONS OF 2-IMINOTHIAZOLIDINE DERIVATIVES WITH ACRYLONITRILE, METHYL ACRYLATE, AND METHYL IODIDE
Mizrakh, L. I.,Polonskaya, L. Yu.,Gvozdetskii, A. N.,Ivanova, T. M.,Karpunina, L. B.
, p. 482 - 486 (2007/10/02)
In all cases the cyanoethylation, carbomethoxyethylation, and methylation of 2-amino(imino)thiazoli(di)ne derivatives that are substituted at the exocyclic nitrogen atom lead to the simultaneous formation of isomeric products with 2-iminothiazolidine and
