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 pyrazolo3,4‐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.