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Original Article

ECB. 2015; 4(7): 350-355


SYNTHESIS OF 1H-1,2-DITHIOL-1-THIONES AND THIOAMIDES CONTAINING HYDROQUINOLINE GROUP

G. M. Manahelohe, K. S. Shikhaliev, A. Y. Potapov.




Abstract

This study is concerned with the synthesis and characterization of derivatives of 1H-1,2-dithiol-1-thiones and thioamides having the
hydroquinoline moiety. 5-Alkyl-8-(carbonothioyl)-4,5-dihydro-4,4-dimethyl-1H-[1,2]dithiolo[3,4-c]quinoline-1-thiones were synthesized
by reacting of N-alkyl-2,2,4-trimethyl-1,2-dihydroquinoline-6-carbaldehydes, cyclic secondary amines and excess elemental sulfur (7.33
equivalents) in refluxing DMF. A series of thioamides derivatives containing hydroquinoline fragment were obtained in 56-84% yields by
the three-component reaction of N-alkylhydroquinoline-6-carbaldehydes, cyclic secondary amines and 1.33 equivalent of elemental sulfur
by refluxing in DMF.

Key words: 1H-1,2-dithiol-1-thione, Willgerodt-Kindler reaction, thioamides, hydroquinolinecarbaldehyde.






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