2-CYANAMIDOTHIAZOLES FROM 3-PROPYNYLTHIO-1,2,4-TRIAZOLES

摘要

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.