New Heterocyclic Compounds Derived from 4,6‐Diamino‐3‐cyano‐2‐methylthiopyridine and their Biological Activity

Treatment of 4,6‐diamino‐3‐cyano‐2‐methylthiopyridine (1) with aqueous KOH or hydrazine hydrate afforded the corresponding nicotinamide 2 and pyrazolo[3,4‐b]pyridine 3, respectively. Reaction of compound 1 with bromine, sulfuryl chloride, formaldehyde, or aromatic diazonium salts gave 5‐bromopyridine 4, 5‐chloropyridine 5, dipyridylmethane 6, and azo dyes 7, 8, 9, 10, respectively. Compound 1 reacted with diketones to yield the corresponding butenylamino derivative 11 and amides 12, 13, 14, 15, respectively. Treatment of butanamide 13 with diazonium salts or a mixture of urea and aromatic aldehyde in the presence of drops of HCl as a catalyst yielded the corresponding arylhydrazones 16, 17, 18, 19, pyrimidines 20, 21, 22, 23, 24, and 1,8‐naphthyridine 25, respectively. The potency of the results as anti‐inflammatory and antifungal agents have been evaluated. The compounds have been characterized based on their spectral and elemental analysis.