ChemInform Abstract: Regioselective Synthesis and Properties of 3‐Cyano‐6‐methyl‐4‐trifluoromethylpyridine‐2(1H)‐thione. Molecular and Crystal Structure of 3‐Cyano‐2‐ethylthio‐6‐methyl‐4‐trifluoromethylpyridine.

Abstract

Regioselective Synthesis and Properties of 3-Cyano-6-methyl-4-trifluoromethylpyridine-2(1H)-thione.Molecular and Crystal Structure of 3-Cyano-2-ethylthio-6-methyl-4-trifluoromethylpyridine.-The base mediated reaction of 1,3-diketone (I) or pentenone (IV) with cyanothioacetamide (II) affords regioselectively the 3-cyano-4-trifluoromethyl-6methylpyridine-2(1H)-thione (III). Thione (III) smoothly undergoes S-alkylation [→ (VI), (IX)]. Amides of pyridylthioacetic acid (VI) thus obtained cyclize in alkaline medium furnishing thienopyridinecarboxamides (VII). -(NIK-ISHIN, K. G.; KISLYI, V. P.; NESTEROV, V. N.; SHESTOPALOV, A. M.; STRUCHKOV, YU. T.; SEMENOV, V. V.; Izv.