- 作者: 瀨邊惠鎧; 松本哲; 伊津野吉亮
- 作者服務機構: Contribution from the Department of Pharmacology, Medieal School, Kumamoto University, Japan
- 中文摘要: The highest number of chlorine atoms introducible into the tropolone nucleus in hinokitiol is three. The introduction of chlorine atom into isopropyl group in hinokitiol occurs when at least two atoms of chlorine have been already present in the tropolone nucleus. Chlorine atoms introduced into isopropyl group are easily hydrolyzed or eliminated as hydrogen chloride, leaving an ethylenic linkage. The chloro-derivative of hinokotiol in which the greatest number of chlorine atoms have been introduced is pentachloro-hinokitiol. This latter substance is rather unstable. It can be prodiced only in very inferior yields because in the course of its preparation aromatization reaction occurs to a much greater extent as soon as chlorine atoms are introduced into the isopropyl group. The main product is a highly chlorinated cuminic acid having six atoms of chlorine (three in benzene nucleus and the other three in isopropyl). It is easily hydrolyzed even in contact with water when all of the chlorine atoms in the side-chain are changed to hydroxyl groups, resulting in the formation of a δ-lactone which on treatment with alcoholic ammonia affords the corresponding lactam.
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