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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The oxidation of benzoylthiourea

RLN Harris and LT Oswald

Australian Journal of Chemistry 27(7) 1531 - 1535
Published: 1974

Abstract

Oxidation of benzoylthiourea with bromine gives initially N1,N3-dibenzoyl-α,α-dithiobisformamidine dihydrobromide (5) which, on recrystallization or treatment with polar solvents, rearranges and cyclizes with elimination of ammonium bromide or sulphur to give derivatives of 3H-1,2,4-dithiazole and 1,2,4-thiadiazole respectively. The former reaction is unprecedented in thiourea oxidations and occurs exclusively under suitably chosen conditions.

https://doi.org/10.1071/CH9741531

© CSIRO 1974

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