A convenient method for the synthesis of 2-amino substituted aza-heterocycles from N,N′-disubstituted thioureas using TsCl/NaOH

Development of Amino–Oxazoline and Amino–Thiazoline Organic Catalysts for the Ring‐Opening Polymerisation of Lactide

“…In this manner, amino-oxazoline and amino-thiazoline compounds were prepared to investigate the influence of electronic structure on their behaviour as catalysts for the ROP of lactide. Notably, ring closure of 1 c under basic conditions to provide the corresponding aminooxazoline resulted in the isolation of a mixture of O-and Sheterocyclic compounds, comparable to that reported by Heinelt et al, [38] thus only further investigation with the thiazoline derivative was pursued.…”

“…Amino-oxazoline compounds were accessed by ring-closure under basic conditions in the presence of tosyl chloride, whereas ring-closure under acidic conditions led to the realisation of the corresponding amino-thi-A C H T U N G T R E N N U N G azoline compounds (Scheme 1). [33,[36][37][38] Ring closure incorporating O or S (or mixtures thereof) can be readily identified by 1 H NMR spectroscopic analysis of the products. The chemical shift of the endocyclic methylene proton resonances are highly dependant on the adjacent heteroatom, such that the oxazoline derivatives display much lower-field resonances (typically d % 4 ppm) than the thiazoline analogues (typically d % 3 ppm).…”

Thiourea Derivatives in Drug Design and Medicinal Chemistry: A Short Review

“…[52] Where Y = O, CH 2 , NH A variety of 2-amino-substituted 1-aza 3-(oxo, aza or thio) heterocycles of different ring size and substitution can be prepared by using TsCl / NaOH as reagent starting from N-(2-hydroxyethyl)-thioureas, N-(2-aminoethyl)-thioureas and N-(2-marceptoethyl)-thioureas respectively. [53] Where X=C, O, NH…”

Synthesis and Antimicrobial Evaluation of Some New 1,2-Bis-(2-(<i>N</i>-arylimino)-1,3-thiazolidin-3-yl)ethane Derivatives

“…5) Thiourea derivatives have also recently proved to be useful substances in drug research. [6][7][8][9][10] They are reported to have anti-human immunodeficiency virus (HIV), 11) antiviral, 12) vanilloid receptor antagonism, 13) antibacterial, 14) anticancer, 15) and anti-allergic 16) activities.…”