Adamantane derivatives IV. Synthesis and antiviral activity of some amides containing the adamantyl group

…, NA Leon'teva, IG Petrova, NL Lushkarskaya…

Index: Plakhotnik, V. M.; Kovtun, V. Yu.; Leon'teva, N. A.; Petrova, I. G.; Lushkarskaya, N. L.; Yashunskii, V. G. Pharmaceutical Chemistry Journal, 1982 , vol. 16, # 9 p. 660 - 664 Khimiko-Farmatsevticheskii Zhurnal, 1982 , vol. 16, # 9 p. 1060 - 1063

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Abstract

Acylation of monoethanolamine (I) with adamantane-l-carbonyl chloride (II) gave N-(2- hydroxyethyl) adamantane-l-carboxamide (III). The absence of absorption in the IR spectrum at 1730-1750 cm-I, typical of the ester group, indicated that the reaction had proceeded selectively at the nitrogen atom of the aminoalcohol (I). Reaction of methyl adamantane- lcarboxylate with an excess of the aminoalcohol (I) gave the same amide (III), but in lower ...