Power John D, Kavanagh Pierce, McLaughlin Gavin, Dowling Geraldine, Barry Michael, O'Brien John, Talbot Brian, Twamley Brendan, Brandt Simon D
Department of Pharmacology and Therapeutics, School of Medicine, Trinity Centre for Health Sciences, St James's Hospital, Dublin 8, Ireland.
Forensic Science Ireland, Garda HQ, Phoenix Park, Dublin 8, Ireland.
Drug Test Anal. 2017 Mar;9(3):446-452. doi: 10.1002/dta.1944. Epub 2016 Jan 15.
1-Phenyl-2-propanone (P2P) is an internationally monitored precursor that has become increasingly difficult for illicit amphetamine producers to source, which means that alternative routes to its preparation have become increasingly important. One such approach includes the hydrolysis of alpha-phenylacetoacetonitrile (APAAN) with sulfuric acid. Previously, we reported the identification of 4,6-dimethyl-3,5-diphenylpryid-2-one following implementation of hydrolysis conditions and it was proposed that this compound might serve as one route specific by-product in the APAAN to P2P conversion. This study continued to explore the presence of impurities formed during this conversion and expanded also into a second route of P2P synthesis starting from alpha-methylstyrene (AMS). All P2P products underwent the Leuckart procedure to probe the presence of P2P-related impurities that might have carried through to the final product. Two by-products associated with the APAAN hydrolysis route to P2P were identified as 2,3-diacetyl-2,3-diphenylsuccinonitrile (1) and 2-methyl-1-phenyl-1,3-dicarbonitrile-1H-indene (2), respectively. Two by-products associated with the AMS route to P2P and subsequent Leuckart reaction were 1,1,3-trimethyl-3-phenyl-2,3-dihydro-1H-indene (3) and 1-phenyl-N-(phenylethyl)propan-2-amine (4), respectively. The two indenes (2 and 3) identified in synthesized amphetamine originating from P2P suggested that it might be possible to differentiate between the two synthetic routes regarding the use of APAAN and AMS. Furthermore, the association of these compounds with amphetamine production appears to have been reported for the first time. The presence of compounds 1 - 4 in seized amphetamine samples and waste products could facilitate the suggestion whether APAAN or AMS were employed in the synthesis route to the P2P. Copyright © 2016 John Wiley & Sons, Ltd.
1-苯基-2-丙酮(P2P)是一种受到国际监测的前体化学品,非法苯丙胺生产者获取它变得越来越困难,这意味着其替代制备途径变得越发重要。其中一种方法包括用硫酸水解α-苯基乙酰乙腈(APAAN)。此前,我们报道了在实施水解条件后鉴定出4,6-二甲基-3,5-二苯基吡啶-2-酮,并提出该化合物可能是APAAN转化为P2P过程中的一种特定途径副产物。本研究继续探索该转化过程中形成的杂质的存在情况,并且还扩展到了从α-甲基苯乙烯(AMS)开始的P2P合成的第二条途径。所有P2P产物都经过了吕卡特反应,以探测可能混入最终产物的与P2P相关的杂质的存在情况。与APAAN水解生成P2P途径相关的两种副产物分别被鉴定为2,3-二乙酰基-2,3-二苯基丁二腈(1)和2-甲基-1-苯基-1,3-二氰基-1H-茚(2)。与AMS生成P2P途径及后续吕卡特反应相关的两种副产物分别是1,1,3-三甲基-3-苯基-2,3-二氢-1H-茚(3)和1-苯基-N-(苯乙基)丙-2-胺(4)。在源自P2P的合成苯丙胺中鉴定出的两种茚(2和3)表明,关于使用APAAN和AMS的两种合成途径或许有可能加以区分。此外,这些化合物与苯丙胺生产的关联似乎是首次被报道。在查获的苯丙胺样品和废品中存在化合物1 - 4,这有助于推断在P2P的合成途径中使用的是APAAN还是AMS。版权所有© 2016约翰威立父子有限公司。