N-hydroxy-1,5,3-dithiazepane | 72418-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: N-hydroxy-1,5,3-dithiazepane
• 英文别名: 1,5,3-dithiazepan-3-ol；[1,5,3]dithiazepan-3-ol；3-hydroxy-1,5,3-dithiazepane
• CAS: 72418-22-5
• 化学式: C₄H₉NOS₂
• 分子量: 151.254
• InChiKey: VEDZDPRULRHNSF-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C(Solv: chloroform (67-66-3))
• 沸点：
  324.4±35.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-hydroxy-1,5,3-dithiazepane 、 乙酸酐 生成 1,5,3-Dithiazepan-3-yl acetate
  参考文献：
  名称：

  ITO KEHCHI; SEKIJA MINORU, CHEM. AND PHARM. BULL., 1979, 27, NO 7, 1691-1694

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 1,2-乙二硫醇 在 盐酸羟胺 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 生成 N-hydroxy-1,5,3-dithiazepane
  参考文献：
  名称：

  Preparation of N-alkylthiomethyl derivatives of hydroxylamines.

  摘要：

  新类型的亚甲基化合物，N-烷基硫甲基衍生物的N-烷基（或芳基）羟胺和N,N-双（烷基硫甲基）羟胺，通过使用硫醇、甲醛和羟胺的Mannich型缩合反应获得。

  DOI：

  10.1248/cpb.27.1691

文献信息

• Multicomponent reactions of amino alcohols with CH2O and dithiols in the synthesis of 1,3,5-dithiazepanes and macroheterocycles
  作者：Guzel R. Khabibullina、Vnira R. Akhmetova、Marat F. Abdullin、Tatiana V. Tyumkina、Leonard M. Khalilov、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tet.2014.03.053

  日期：2014.5

  A series of new hydroxyl-substituted 1,3,5-dithiazepanes and N,N'-(2-hydroxyethyl)tetrathiadiazacycloalkanes were synthesized by the multicomponent reactions (MCRs) of amino alcohols with formaldehyde and (alpha,omega-dithiols. The MCR with 1,2-dithiol proceeds via a (1+2+1)-cyclocondensation with selective formation of 1,3,5-dithiazepanes. Stereochemisty of the dithiazepane ring was determined by X-ray diffraction. The reaction with higher alpha,omega-dithiols (1,3-propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiol and 2-[2-(2-sulfanyletoxy)ethoxy]-1-ethanethiol) yielded OH-substituted macroheterocycles as a result of (2+4+2)-cyclocondensation. The structure of the latter was determined by NMR spectroscopy, MALDI-TOF and electrospray ionization methods. The doubly charged ions like [M+2H](2+) are found in the ESI spectra of the macrocycles. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis of N-aryl-1,5,3-dithiazepanes and N-aryl-1,5,3-dithiazocanes in the presence of samarium- and cobalt-containing catalysts
  作者：N. N. Murzakova、K. I. Prokof’ev、T. V. Tyumkina、A. G. Ibragimov

  DOI：10.1134/s1070428012040215

  日期：2012.4

  Efficient procedures were developed for the synthesis of N-aryl-1,5,3-dithiazepanes and N-aryl-1,5,3-dithiazocanes by cyclocondensation of anilines with formaldehyde and alpha,omega-dithiols (etane-1,2-dithiol and propane-1,3-dithiol), as well as by transamination of N-tert-butyl-1,5,3-dithiazepane or N-tert-butyl-1,5,3-dithiazocane with aromatic amines in the presence of samarium and cobalt complexes.