Synthesis of N-Substituted 3-Aminothiazolidin-4-ones Containing Hetaryl Fragments.

Autor: Kelarev, V. I., Silin, M. A., Kotova, I. G., Kobrakov, K. I., Rybina, I. I., Korolev, V. K.
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds; Jan2003, Vol. 39 Issue 2, p213-222, 10p
Abstrakt: Condensation of the N-(3,5-dichloropyridyl-2)- and N-(benzothiazolyl-2-thioacetyl)hydrazones of carbonyl compounds with thioglycolic acid gave the 3-(3,5-dichloropyridyl-2)amino- and 1 2 3-[N- (benzoth 1 azolyl-2 -th zoacetyl) am ino]-2-R -2-R - thiazolidin-4-ones. Reaction of 1- (benzoth zazolyl- 2-thioacetyl)-4-R-thiosemicarbazides with chloroacetic acid in the presence of sodium acetate gave the 2-[N- (benzoth iazolyl-2-thioacetyl) hydrazono] -3-R-thiazolidin-4-ones. It was found that the N-(benzothiazolyl-2-thioacetyl)hydrazones, both in the solid state and in solution, exist in the form of an equilibrium mixture of the EZ'- and EE'-isomers as a result of hindered rotation around the amide N-CO bond. [ABSTRACT FROM AUTHOR]
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