Pyridinium salts of dithiophosphoric acids on the basis of nicotinic acids and their isomers, 3-hydroxypyridine, and 3-pyridinemethanol

A new series of chiral carboxypyridinium dithiophosphates were synthesized by the reactions of nicotinic, isonicotinic, and picolinic acids with dithiophosphoric acid on the basis (1S)-endo-(–)-borneol in benzene or ethanol. 5,5-Dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane reacted with 3-hydroxypyridine or 3-pyridinemethanol in EtOH to afford the 3-hydroxypyridinium and 3-hydroxymethylpyridinium 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinanes which possessed antifungal activity against Candida albicans.