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 |
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Authors: | Ali A. El-Emam Jochen Lehmann |
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Affiliation: | 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 |
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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. |
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Keywords: | Adamantane Derivatives 1,2,4-Triazoles-5-thiol 1,3,4-Oxadiazole-5-thiol |
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