ELECTROCHEMICAL SYNTHESIS AND STUDIES OF SUBSTITUTED 2-THIOPYRIDINES

A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prep ared by cathodic electrolysis of thiols in the presence of 2-chloro-3- cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1 H- furo[3,4-c]pyridine. The reaction of -cyano-4-methoxymethyl-6-methyl-2 (1H)-thiopyridone with alkyl halides in the presence of KOH is regiose lective and leads to S-alkyl derivatives. The advantages of electrosyn thesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-fu ranone and of 3-aminothieno[2,3-b]pyridines is demonstrated.