Mesoionic compounds with a bridged nitrogen atom. 3. Reactions of 2-[(1-methyl-2-pyridiniathio)acetyl]-thiazolo[3,2-a]pyridinium 3-oxide methylsulfate |
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Authors: | E D Sych L T Gorb |
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Institution: | (1) Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, 252660 Kiev |
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Abstract: | The reactions of the product of cyclodehydration of (2-pyridylthio)acetic acid, viz., 2-(1-methyl-2-pyridylthio)acetyl]thiazolo3,2-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.
See 1] for communication 2.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 312–314, March, 1980. |
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