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N- And S-Alkylation of 3-(1-Aadamantyl)-4-methyl-1,2,4-triazole-5-thiol and 2-(1-Adamantyl)-1,3,4-oxadiazole-5-thiol
Authors:Ali A El-Emam  Jochen Lehmann
Institution:1. Institute of Chemical Sciences Ministry of Science - Academy of Sciences of the Republic of Kazakstan , Almaty , 480100 , Kazakstan;2. Institute of Geology Sciences Ministry of Science - Academy of Sciences of the Republic of Kazakstan , Almaty , 480100 , Kazakstan
Abstract:ABSTRACT

-The reaction of 3-(1-adamantyl)-4-methyl-1,2,4-triazole-5-thiol 1 with certain 2-aminoethyl chlorides in alkaline medium yielded a separable mixture of the S-(2-aminoethyl) derivatives 2 and the N-(2-aminoethyl) derivatives 3. Meanwhile, alkylation of 2-(1-adamantyl)-1,3,4-oxadiazole-5-thiol 4 with 2-aminoethyl chlorides under the same conditions yielded only the S-alkyl derivatives 5. Interaction of 4 with primary or secondary amines and formaldehyde solution yielded the corresponding N-aminomethyl derivatives in high yields.
Keywords:Adamantane Derivatives  1  2  4-Triazoles-5-thiol  1  3  4-Oxadiazole-5-thiol
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