81182-99-2

Upstream product

• 145903-73-7 piperidine salt of (E,Z)-5-(2-hydroxyphenylmethylene)-4-oxo-2-thioxothiazolidine 
• 81154-12-3 (5Z)-5-(2-hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one 
• 110-89-4 piperidine 

Relevant academic research and scientific papers

Reactions of 5-Arylmethylene-4-oxo-2-thioxothiazolidines with Amines

Piperidine, morpholine and benzylamine react with 5-arylmethylene-4-oxo-2-thioxothiazolidines (I) to give the corresponding piperidine (IIa-d), morpholine (IIe-f) and benzylamine (IIg) salts which on treatment with ethanol undergo decomposition to give the respective 2-piperidino- and 2-morpholino-4-oxo-2-thiazolines (III), and 2-benzylimino-4-oxothiazolidine (IVa).However, decomposition of IIa-d in the presence of an equimolar amount of morpholine gives mixtures of 2-piperidino- and 2-morpholino-4-oxo-2-thiazolines (III).Furthermore, decomposition of IIe, c and d inthe presence of an excess of a primary amine affords exclusively the respective 2-substituted-imino-4-oxo-thiazolidines (IV).Cleavage of 5-arylmethylene-3-methyl-4-oxo-2-thioxothiazolidines (Va-b and e-g) with excess of piperidine affords 1-(N-methylthiocarbamyl)piperidine (VI).The structures of II, III, IV and VI are based on analytical and spectral data.