MESOIONIC COMPOUNDS WITH A BRIDGED NITROGEN ATOM. 3. REACTIONS OF 2-THIAZOLOPYRIDINIUM 3-OXIDE METHYLSULFATE

Article abstract of DOI:10.1007/BF02401714

The reactions of the product of cyclodehydration of (2-pyridylthio)acetic acid, viz., 2-<(1-methyl-2-pyridylthio)acetyl>thiazolo<3,2-a>pyridinium 3-oxide, were investigated.It is shown that its quaternary salt at the pyridine nitrogen atom in the presence of triethylamine acts as a nucleophile (by reactions at the methylene group with benzothiazolium and quinolinium sulfonatobetaines) and as an electrophile (by reaction with N-phenylrhodanine) with cleavage of both sulfide sulfur bonds with the simultaneous formation of a disulfide.