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在一次苯丙胺进口缉获行动中鉴定出一种杂质产物4,6-二甲基-3,5-二苯基吡啶-2-酮,这是通过从苯丙酮到苯基-2-丙酮的APAAN法、洛伊卡特法合成苯丙胺时一种可能的特定路线副产物。

The identification of an impurity product, 4,6-dimethyl-3,5-diphenylpyridin-2-one in an amphetamine importation seizure, a potential route specific by-product for amphetamine synthesized by the APAAN to P2P, Leuckart route.

作者信息

Power John D, O'Brien John, Talbot Brian, Barry Michael, Kavanagh Pierce

机构信息

Forensic Science Laboratory, Garda HQ, Dublin 8, Ireland; Department of Pharmacology and Therapeutics, School of Medicine, Trinity Centre for Health Sciences, St. James Hospital, Dublin 8, Ireland.

School of Chemistry, Trinity College, Dublin 2, Ireland.

出版信息

Forensic Sci Int. 2014 Aug;241:e13-9. doi: 10.1016/j.forsciint.2014.04.029. Epub 2014 May 6.

DOI:10.1016/j.forsciint.2014.04.029
PMID:24933633
Abstract

During the analysis of a Customs' importation case for the suspected presence of controlled drugs, amphetamine was found to be present. The samples were also found to contain by-products from the amphetamine synthesis and these included benzyl cyanide, phenylacetone (P2P), methyl-phenyl-pyrimidines, N-formylamphetamine, a pair of naphthalene derivatives and amphetamine dimers. During the experimental investigation of the naphthalenes formation, a series of syntheses involved the acid hydrolysis of α-phenylacetoacetonitrile (APAAN). In one such experiment with sulfuric acid, a white substance was visibly deposited on the glassware and this was identified as the pyridone derivative, 4,6-dimethyl-3,5-diphenylpyridin-2-one. This compound was subsequently found to be present in the amphetamine product seized by the Customs and also in the final product of our own laboratory synthesized amphetamine (APAAN hydrolyzed to P2P/Leuckart reaction). Interestingly, the, 4,6-dimethyl-3,5-diphenylpyridin-2-one was not found when commercially supplied P2P underwent the Leuckart reaction to yield amphetamine. This suggests that 4,6-dimethyl-3,5-diphenylpyridin-2-one may be a route specific marker to the use of APAAN as a starting material in the synthesis of P2P and subsequent Leuckart reaction to yield amphetamine.

摘要

在对一起涉嫌存在管制药物的海关进口案件进行分析时,发现了苯丙胺。还发现这些样品含有苯丙胺合成的副产物,其中包括苄基氰、苯丙酮(P2P)、甲基苯基嘧啶、N-甲酰基苯丙胺、一对萘衍生物和苯丙胺二聚体。在对萘形成的实验研究过程中,一系列合成涉及α-苯基乙酰乙腈(APAAN)的酸水解。在一次使用硫酸的此类实验中,一种白色物质明显沉积在玻璃器皿上,经鉴定为吡啶酮衍生物4,6-二甲基-3,5-二苯基吡啶-2-酮。随后发现该化合物存在于海关查获的苯丙胺产品中,也存在于我们自己实验室合成的苯丙胺的最终产品中(APAAN水解为P2P/吕卡特反应)。有趣的是,当商业供应的P2P进行吕卡特反应生成苯丙胺时,未发现4,6-二甲基-3,5-二苯基吡啶-2-酮。这表明4,6-二甲基-3,5-二苯基吡啶-2-酮可能是将APAAN用作合成P2P及随后吕卡特反应生成苯丙胺的起始原料的特定路线标志物。

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