A new ring interconversion: 3-azido-1, 2, 4-thiadiazoles from the reaction of thionyl chloride with 1-alkyl-5-aminotetrazoles

…, DA O'Donoghue, GA O'Halloran

Index: Butler, Richard N.; O'Donoghue, Denis A.; O'Halloran, Gerard A. Journal of the Chemical Society, Chemical Communications, 1986 , # 10 p. 800 - 801

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Abstract

Heating of somz 1 -alkyl-5-aminotetrazoles with thionyl chloride gave 3-azido-l,2,4-thiadiazoles in a reaction involving 5-N-sulphinylaminotetrazoles as intermediates. ... Our studies1.2 of the reaction of thionyl chloride with acyclic heteroallylic systems, -C(Me)=N-XH-, led us to investigate cyclic systems with alkyl and amino groups in 1,2-positions. We now report an interesting new reaction observed on prolonged heating? of the 1-alkyl-5-aminotetrazoles (1) and (2) with ...

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