合成二巯基三哌嗪(6-6-6 DSTP)核心的有效可行方法

Synthesis Pub Date : 2024-06-26 DOI:10.1055/s-0043-1774930
Mahsa Golmohammadi, Nader Noroozi Pesyan, Ertan Şahin
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引用次数: 0

摘要

在室温温和条件下,1,4-二氮杂双环[2.2.2]辛烷(DABCO)与溴化氰(BrCN)发生简单反应,引入了一条新的简便路线,用于一锅合成 3,12-二氰基-3,6,9,12-四氮杂双螺[5.2.59.26]十六烷-6,9-二溴化铵作为二刁基三哌嗪源。制备的二螺化合物中的双氰胺分子水解后,得到了以二荒漠三哌嗪(6-6-6)为核心的 3,12-二氮杂-6,9-二氮双螺[5.2.5.2]十六烷二溴化物。新化合物的分子结构通过 FT-IR、1H、13C、HSQC NMR 光谱、质量和 CHN 分析以及 X 射线晶体学技术进行了表征。
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An Efficient Promising Direction for the Synthesis of Dispirotripiperazine (6-6-6 DSTP) Core

A new and facile route for the one-pot synthesis of 3,12-dicyano-3,6,9,12-tetraazadispiro[5.2.59.26]hexadecane-6,9-diium dibromide as a dispirotripiperazine source was introduced by the simple reaction of 1,4-diazabicyclo[2.2.2]octane (DABCO) with cyanogen bromide (BrCN) under mild condition at room temperature. The hydrolysis of dicyanamide moieties in the prepared dispiro compound gave 3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadecane dibromide with the dispirotripiperazine (6-6-6) core. The molecular structure of the new compound was characterized by FT-IR, 1H, 13C, HSQC NMR spectroscopy, mass and CHN analysis, and X-ray crystallography technique.

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