2-Cyanamidothiazoles from 3-propynylthio-1,2,4-triazoles

Document Type

Article

Publication Date

3-1-1999

Abstract

3-Allylthioallyl triazoles (5) rearrange to N-allyl derivatives (6) while 3-(2-propynyl) derivatives (2) provide 4,5-disubstituted 2- cyanamidothiazoles (9) in refluxing p-xylene. At lower temperatures N- allenyl derivatives (8) may be isolated and converted independently to 9. Intermediate allenes exhibit sigmatropic inversion of substituents characteristic of Claisen rearrangement.

Publication Title

Heterocycles

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