Substituent effects in synthesis of 4H-1,3,4-benzothiadiazines from hydrazonyl halides and thioacetate ion
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 215-219
- https://doi.org/10.1039/p19740000215
Abstract
The reactions of a number of new hydrazonyl halides, mainly of the type PhCBr:N·NH·C6H3BrZ(2,4-), with potassium thioacetate in boiling acetonitrile have been examined. 4-Acetyl-2-phenyl-7-Z-4H-1,3,4-benzothiadiazines were isolated where Z = CN or CF3, but apart from these and previously reported cases (Z = halogen), the synthesis seems not to be generally extendable to other substituents Z. Also described are 4-acetyl-2-phenyl-4H-1,3,4-benzothiadiazine (from PhCCl:NNHC6H4F-o) and 4-acetyl-9-bromo-2-phenyl-4H-naphtho[1,2-e][1,3,4]thiadiazine [from PhCBr:N·NH·C10H5Br2(2,4-)].Keywords
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