The chemistry of Anderson’s test for codeine

None Francisco Sánchez Viesca, None Reina Gómez Gómez
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引用次数: 1

Abstract

The Anderson test for codeine entails the interaction of codeine with concentrated nitric acid and heating to dryness. These drastic conditions give rise to a long series of reactions that is provided for the first time. The initial steps are salt formation, codeine nitrate, followed by nitration of the aromatic ring at the activated position, C-2. Then occurs a molecular rearrangement analogue to the transformation of morphine to apomorphine. This implies a series of reactions that include dehydration of the allylic alcohol, double bond migration, 1,3-chain migration, cyclohexadiene formation, ring opening of the dihydro-furane ring followed by formation of a dihydro-phenanthrene structure. The last stage involves methylamine evolution after two C─N fissions and alkalinization of the reaction medium in order to obtain the free amine.
安德森可待因试验的化学成分
可待因的安德森试验需要可待因与浓硝酸相互作用并加热至干燥。这些激烈的条件引起了一系列的反应,这是第一次提供。最初的步骤是盐的形成,可待因硝酸盐,然后在活化位置的芳香环,C-2硝化。然后发生类似于吗啡转化为阿帕吗啡的分子重排。这意味着一系列反应包括烯丙醇脱水、双键迁移、1,3链迁移、环己二烯形成、二氢呋喃环开环以及二氢菲结构的形成。最后一个阶段是经过两次C─N裂变和反应介质碱化以获得游离胺的甲胺演化。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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