文章基本信息

标题：Studies on Azulenes. V. S-Guaiazulene-3-sulfonic Acid.
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作者：Makoto Miyazaki ; Hiroshi Watanabe ; Mieko Hashi 等
期刊名称：Chemical and Pharmaceutical Bulletin
印刷版ISSN：0009-2363
电子版ISSN：1347-5223
出版年度：1957
卷号：5
期号：5
页码：417-421
DOI：10.1248/cpb1953.5.417
出版社：The Pharmaceutical Society of Japan
摘要：S-Guaiazulene-sulfonic acid (II), prepared from S-guaiazulene (I) by treatment with sulfur trioxide-dioxane complex was converted into the sodium salt. Treatment of the sodium salt (IV) with phosphoryl chloride gave a monochloro-S-guaiazulene (VI). The same chloro derivative was obtained from 3-acetyl-S-guaiazulene (V) with sodium hypochlorite. However, these chlorination conditions did not give any chloro derivative when applied to S-guaiazulene (I). The chloro derivative thus obtained was identified with a product obtainable from S-guaiazulene (I) by its treatment with N-chlorosuccinimide. Since the structure of 3-acetyl-S-guaiazulene (V) had been confirmed in the preceding paper of this series and as the two chlorination reactions which gave the chloro derivative from the two substituted S-guaiazulenes, (II) and (V), did not give the former directly from S-guaiazulene, it is concluded that the chloro derivative produced from (II) and (V) is 3-chloro-S-guaiazulene and the sulfonated S-guaiazulene (II) is S-guaiazulene-3-sulfonic acid.