NEW 1,3,4-OXA- AND 1,3,4-THIADIAZOLE DERIVATIVES’ SYNTHESIS METHOD
Shurhot O.V., Zadorozhnii P.V., Kiselev V.V., Kharchenko A.V.
SHEE “Ukrainian State University of Chemical Technology”,
Products of the condensation of chloral and amides of carboxylic acids (1) have been successfully applied in an organic synthesis. Thus, on their basis a number of carboxylic acid's N-isothiocyanatealkilamides (2) has been obtained, and they are the polyfunctional reagents widely used in the synthesis of various heterocyclic systems. For example, some amidoalkilated derivativeses of 2-amino-1,3,4-thiadiazole (5) and 2-amino-1,3,4-oxadiazole (6) have been synthesized via the stage of intermediate thiosemicarbazide (4) formation on the basis of isothiocyanate (2).
Compounds (5) and (6) appeared to be the promising building blocks for the synthesis of condensed heterocyclic systems.
Compounds (5) and (6) has been prepared in acceptable yields and without special difficulties isolated from the reaction mixture.
The structures of the synthesized compounds have been fully characterized by IR, 1H and 13C NMR spectroscopy and X-ray crystallographic analysis.