Synthesis and chemistry of thiazolo[3,2-a]pyridinium compounds

Formation of oxazoles from 2-methylsulfanyl-N-phenacylpyridinium salts

“…The starting compounds 2-methylsulfanylpyridine (1), 8 N-phenacylpyridine-2-thiones (3) 9 were synthesized using previously described procedures. GLC- …”

Low-temperature structure of 3-(p-bromophenyl)thiazolo[3,2-a]pyridinium tetrafluoroborate

“…A quantum-chemical approach to the behaviour of the title compound led to the X-ray study. The compound was synthesized by a modification of the method of Bradsher & Boliek (1967) from 2-mercaptopyridine and p-bromophenacyl bromide. The condensation of the intermediate product [a-(2-pyridylthio)-4-bromoacetophenone] yielded the title compound which was crystallized as the tetrafluoroborate salt.…”

Synthesis and hypoglycemic activity of some substituted 2-arylthiazolo[3.2-a]pyridinium salts

“…Synthesis and Hypoglycemic Activity of Some Substituted 2-Arylthiazolo[3,2-a ]pyridinium Salts Benjamin Blank,* Nicholas W. DiTullio, Arnold J. Krog, and Harry L. Saunders Division of Research and Development, Smith Kline & French Laboratories, SmithKline Corporation, Philadelphia, Pennsylvania 19101. Received December 5,1977 A series of substituted 2-arylthiazolo[3,2-a]pyridinium salts (la-q) was prepared by known methods and tested for hypoglycemic activity in 48-h fasted rats. Two compounds, 2-phenylthiazolo-and 8-methyl-2-phenylthiazolo [3,2-o]pyridinium perchlorate (la and lq), showed consistent hypoglycemic activity in this screen, demonstrating that a high degree of structural specificity was required for hypoglycemic activity.…”