{"title":"合成二巯基三哌嗪(6-6-6 DSTP)核心的有效可行方法","authors":"Mahsa Golmohammadi, Nader Noroozi Pesyan, Ertan Şahin","doi":"10.1055/s-0043-1774930","DOIUrl":null,"url":null,"abstract":"<p>A new and facile route for the one-pot synthesis of 3,12-dicyano-3,6,9,12-tetraazadispiro[5.2.5<sup>9</sup>.2<sup>6</sup>]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, <sup>1</sup>H, <sup>13</sup>C, HSQC NMR spectroscopy, mass and CHN analysis, and X-ray crystallography technique.</p> ","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":"24 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An Efficient Promising Direction for the Synthesis of Dispirotripiperazine (6-6-6 DSTP) Core\",\"authors\":\"Mahsa Golmohammadi, Nader Noroozi Pesyan, Ertan Şahin\",\"doi\":\"10.1055/s-0043-1774930\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A new and facile route for the one-pot synthesis of 3,12-dicyano-3,6,9,12-tetraazadispiro[5.2.5<sup>9</sup>.2<sup>6</sup>]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, <sup>1</sup>H, <sup>13</sup>C, HSQC NMR spectroscopy, mass and CHN analysis, and X-ray crystallography technique.</p> \",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\"24 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-06-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/s-0043-1774930\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/s-0043-1774930","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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。
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.