3-(tert-butyl)perhydro-1,5,3-dithiazepine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫半缩醛胺衍生物
• 英文名称: 3-(tert-butyl)perhydro-1,5,3-dithiazepine
• 英文别名: N-tert-butyl-1,5,3-dithiazepinane；N-tert-butyl-1,5,3-dithiazepane；3-tert-butyl-1,5,3-dithiazepane；N-t-butyl-1,5,3-dithiazepane
• 化学式: C₈H₁₇NS₂
• 分子量: 191.362
• InChiKey: UOOZFTFQEJMGAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氨基水杨酸 、 3-(tert-butyl)perhydro-1,5,3-dithiazepine 在 samarium(III) nitrate hexahydrate 作用下， 以 氯仿 为溶剂， 反应 3.5h， 以57%的产率得到5-(1,5,3-dithiazepinan-3-yl)-2-hydroxybenzoic acid
  参考文献：
  名称：

  Effective synthesis of N-aryl-substituted 1,5,3-dithiazepinanes and 1,5,3-dithiazocinanes

  摘要：

  Selective methods were developed for the synthesis of N-aryl-1,5,3-dithiazepinanes and N-aryl-1,5,3-dithiazocinanes by transamination of N-tert-butyl-1,5,3-dithiazepinane or recyclization of 1-oxa-3,6-dithiacycloheptane and 1-oxa-3,7-dithiacyclooctane by the action of aniline derivatives in the presence of Sm(NO3)(3)center dot 6H(2)O catalyst.

  DOI：

  10.1007/s10593-012-1098-8
• 作为产物：
  描述：

  5-叔-丁基-1,3,5-三嗪烷-2-酮 、 1,2-乙二硫醇 在 boron trifluoride diacetate 作用下， 反应 2.0h， 以45%的产率得到3-(tert-butyl)perhydro-1,5,3-dithiazepine
  参考文献：
  名称：

  尿素作为3-（叔丁基）过氢-1,5,3-二氮杂氮平合成中的离去基团

  摘要：

  由5-（叔丁基）过氢-1,3,5-三嗪-2-酮以45％的收率合成了新的化合物3-（叔丁基）过氢-1,5,3-二氮杂ze庚因。在反应中，尿素充当被产物的S-CH 2 -CH 2 -S片段交换的离去基团。

  DOI：

  10.1002/jhet.5570350653

文献信息

• Synthesis of N-Substituted Thiazacycloalkanes by Cyclothiomethylation of Primary Aliphatic Amines and Amino Derivatives of Maleopimaric Acid
  作者：G. R. Khabibullina、E. S. Fedotova、E. V. Tretyakova、T. V. Tyumkina、L. V. Parfenova、A. G. Ibragimov

  DOI：10.1134/s1070363219010055

  日期：2019.1

  Three-component cyclocondensation of primary aliphatic amines and amino derivatives of maleopimaric acid methyl ester with formaldehyde and carbochain (1,2-ethane-, 1,3-propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiols) α,ω-dithiols or 3,6-dioxa-1,8-octanedithiol produced N-substituted thiazacycloalkanes.

  脂族伯胺和马来酸甲酯的氨基衍生物与甲醛和碳链的三组分环缩合反应（1,2-乙烷-，1,3-丙烷-，1,4-丁烷-，1,5-戊烷-，1 1,6-己二硫醇）α，ω-二硫醇或3,6-二氧杂-1,8-辛二硫醇制得的N-取代的硫杂环烷烃。
• A new method for the synthesis of α,ω-bis-1,5,3-dithiazepinanes using SmCl3·6H2O as the catalyst
  作者：Elena B. Rakhimova、Ekaterina A. Efremova、Ivan S. Bushmarinov、Alexander S. Goloveshkin、Leonard M. Khalilov、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tetlet.2012.05.161

  日期：2012.8

  An efficient method for the selective synthesis of previously unknown α,ω-bis-1,5,3-dithiazepinanes based on the transamination reaction of N-tert-butyl-1,5,3-dithiazepinane and recyclization reaction of 1-oxa-3,6-dithiacycloheptane with aliphatic diamines in the presence of SmCl3·6H2O as the catalyst, has been developed.

  对先前未知的α的选择性合成的有效方法，ω -双- 1,5,3-dithiazepinanes基于对氨基转移反应Ñ -叔丁基- 1,5,3-dithiazepinane和再成环反应1-氧杂已经开发了在SmCl 3 ·6H 2 O作为催化剂的情况下与脂肪族二胺形成的3,6-二硫代环庚烷。
• Urea as leaving group in the synthesis of 3-(<i>tert</i>-butyl)perhydro-1,5,3-dithiazepine
  作者：Ulf Wellmar

  DOI：10.1002/jhet.5570350653

  日期：1998.11

  The new compound 3-(tert-butyl)perhydro-1,5,3-dithiazepine has been synthesised from 5-(tert-butyl)perhydro-1,3,5-triazin-2-one in 45% yield. In the reaction, urea acts as the leaving group being exchanged for the S-CH2-CH2-S fragment of the product.

  由5-（叔丁基）过氢-1,3,5-三嗪-2-酮以45％的收率合成了新的化合物3-（叔丁基）过氢-1,5,3-二氮杂ze庚因。在反应中，尿素充当被产物的S-CH 2 -CH 2 -S片段交换的离去基团。
• Synthesis of N-(1,5,3-dithiazepan-3-yl)- and N-(1,5,3-dithiazocan-3-yl)amides in the presence of lanthanide catalysts
  作者：R. R. Khairullina、B. F. Akmanov、Z. A. Starikova、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s1070428013110213

  日期：2013.11

  A new method was developed for preparation of N-(1,5,3-dithiazepan-5-yl)- and N-(1,5,3-dithiazocan-5-yl)amides by transamination of N-tert-butyl-1,5,3-dithiazepane and N-tert-butyl-1,5,3-dithiazocane, and also by recyclization of 1-oxa-3,6-dithiacycloheptane and 1-oxa-3,7-dithiacyclooctane with carboxylic acids hydrazides in the presence of catalysts based on rare earth elements.
• Effective synthesis of N-aryl-substituted 1,5,3-dithiazepinanes and 1,5,3-dithiazocinanes
  作者：E. B. Rakhimova、I. V. Vasil’yeva、L. M. Khalilov、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1007/s10593-012-1098-8

  日期：2012.10

  Selective methods were developed for the synthesis of N-aryl-1,5,3-dithiazepinanes and N-aryl-1,5,3-dithiazocinanes by transamination of N-tert-butyl-1,5,3-dithiazepinane or recyclization of 1-oxa-3,6-dithiacycloheptane and 1-oxa-3,7-dithiacyclooctane by the action of aniline derivatives in the presence of Sm(NO3)(3)center dot 6H(2)O catalyst.