The Synthesis and Reactions of Benzo-1, 4-thiazinotropone Derivatives
- 1 September 1966
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 39 (9) , 1980-1988
- https://doi.org/10.1246/bcsj.39.1980
Abstract
Three isomeric benzo-1, 4-thiazinotropones were obtained. Benzo-1, 4-thiazino[3,2-b]tropones substituted with the chloro, the bromo, the nitro or the acetamido group at the seven-membered ring were synthesized by the reaction of di- or trihalotropolone, or 3-bromotropolones with the nitro or the acetamido group, with o-aminothiophenol. The bromination of benzo-1, 4-thiazino[3,2-b]tropone (I) and its 8-isopropyl derivative (II) afforded 7- and/or 9-substituted compounds. In the case of nitration, 5-oxide and 5-oxide of 7-nitro derivative were obtained. The reaction of I or II with thionyl chloride unexpectedly gave the 7, 9-dichloro derivative of I, or four kinds of chloro derivatives of II.Keywords
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