Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reactivities of 9-Phenylxanthylium and 9-Phenylthioxanthylium Salts in Electrophilic and Nucleophilic Reactions. II. Structure of Dinitrated 9-Phenylthioxanthylium Perchlorate
MIKIO HORITADASHI KATAOKA
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JOURNAL FREE ACCESS

1973 Volume 21 Issue 6 Pages 1282-1286

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Abstract
The reaction of 9-phenylthioxanthylium salt (II) with a mixed acid gave dinitrated II in 91% yield. In order to determine the structure of dinitrated II, 4-nitro-9-(m-nitrophenyl) thioxanthene (IV), 4-acetamido-9-(p-acetamidophenyl) thioxanthene (VI), 2, 4-dinitro-9-phenylthioxanthene (XV), and their ralated compounds were synthesized. And it was confirmed that the dinitration of II gives 4-nitro-9-(m-nitrophenyl) thioxanthylium and 4-nitro-9-(p-nitrophenyl) thioxanthylium salts in the ratio of formation being 1.0 : 1.2. Thus, it was recognized that the nitration of II occurs in the phenyl group at 9-position and then at 4-position in the hetero ring of II.
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© The Pharmaceutical Society of Japan
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