Amantadine hydrochloride 1 is an antiviral drug used in the prevention and treatment of influenza A infections. It has also been used for alleviating early symptoms of Parkinson’s disease. Several methods for the preparation of 1 have been reported. These procedures started with adamantane 2 using as many as four reaction steps to produce amantadine hydrochloride with overall yields ranging from 45% to 58%. In this article, we describe a two-step procedure for the synthesis of 1 from 2 via N-(1-adamantyl)acetamide 4 with an improved overall yield of 67%. The procedure was also optimized to reduce the use of toxic solvents and reagents, rendering it more environment-friendly. The procedure can be considered as suitable for large-scale production of amantadine hydrochloride. The structure of amantadine hydrochloride was confirmed by ¹H NMR, ¹³C NMR, IR, and MS.

中文翻译：

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盐酸金刚烷胺的合成改进

盐酸金刚烷胺1是用于预防和治疗A型流感感染的抗病毒药物。它也已经用于减轻帕金森氏病的早期症状。已经报道了几种制备1的方法。这些程序从金刚烷2开始，使用多达四个反应步骤来生产盐酸金刚烷胺，总产率为45％至58％。在本文中，我们描述了通过N-（1-金刚烷基）乙酰胺4由2合成1的两步程序总收率提高了67％。还对该程序进行了优化，以减少有毒溶剂和试剂的使用，从而使其对环境更加友好。可以认为该方法适合大规模生产盐酸金刚烷胺。盐酸金刚烷胺的结构通过¹ H NMR，¹³ C NMR，IR和MS确认。