SYNTHYSES, REACTIONAND CHARACTRIZATION OF QUINOLINE DERIVATIVES

quinoline derivatives, acetylhydrazide, dithioacetal.

Starting with 4, 7-dichloroquinoline and on treatment with hydrazine hydrate we obtained the hydrazine derivative 1. Compound 1 reacted with dithioacetal to give compounds 2a, b, respectively. Compound 2a reacted with formamide and formic acid to give compounds 3 and 4. The imidoformate derivative 5 obtained through the reaction of compound 2a with trimethyl orthoformate in presence of acetic anhydride. The imino derivatives 6a-c was obtained upon reacting of 5 with hydrazine hydrate and appropriate primary amines. The chloroquinoline derivative 7 was subjected to react with glycine, anthranilic acid, hydrazine hydrate and appropriate primary amines affording compounds 8, 9, 10a-d, respectively Also compound 10a was allowed to react sodium azide and acetohydrazid affording fused quinolone derivatives 11and 12. Compounds 2a and 2b were allowed to react with aryl sulfonylchloride, namely benzene sulfonylchloride, p-toluene sulfonylchloride p-chlorosulfonylchloride and p-bromo benzene sulfonylchloride to give the corresponding 13a-d, 14a-d derivatives, respectively. All structures of the newly synthesized compounds were elucidated by their correct values in elemental analysis and spectral data.