Transitional activation phenomena: synthesis of the 4H-benzo[e][1,3,4]-thiadiazine ring
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 6,p. 854-859
- https://doi.org/10.1039/j39700000854
Abstract
A synthesis of 1,3,4H-benzothiadiazine derivatives from α-bromo- and α-chlorobenzaldehyde 2,4-dihalogenophenylhydrazones and potassium thioacetate is described. The process involves displacement of ortho-halogen, considered to be transiently activated during the course of reaction : the ease of displacement of ortho-halogen is F > Br > Cl. The bis-[α-(2,4-dihalogenophenylhydrazono)benzyl] sulphide, for which a second synthesis is described, accompanies the thiadiazine in most cases.Keywords
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