Adamantylazoles: XIII. Specificity of acid-catalyzed alkylation of 1-(1-adamantyl)-4,5-dihydro-1H-tetrazole-5-thione

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作者
A. V. Logvinov
I. N. Polyakova
E. L. Golod
机构
[1] St. Petersburg State Institute of Technology,Kurnakov Institute of General and Inorganic Chemistry
[2] Russian Academy of Sciences,undefined
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General Chemistry; Methyl Iodide; Chloroacetic Acid; Sulfanyl; Methylsulfanyl;
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摘要
In the reaction of 1-(1-adamantyl)-4,5-dihydro-1H-tetrazole-5-thione with 1-adamantyl in sulfuric acid 2-(1-adamantyl)-5-(1-adamantylsulfanyl)-2H-tetrazole and 1,3-bis(1-adamantyl)-5-(1-adamantylsulfanyl)-1H-tetrazolium salt are formed. Methylation of 1-(1-adamantyl)-4,5-dihydro-1H-tetrazole-5-thione in alkaline medium affords 1-(1-adamantyl)-5-methylsulfanyl-1H-tetrazole while its interaction with formaldehyde affoeds 1-(1-adamanttl)-4-(hydroxymethyl)-4,5-dihydro-1H-tetrazole-5-thione.
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页码:2230 / 2233
页数:3
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