N-oxy-pyridine-4-carbodithioic acid methyl ester | 711603-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-oxy-pyridine-4-carbodithioic acid methyl ester
• 英文别名: methyl dithioisonicotinate N-oxide；4-Pyridinecarbodithioic acid, methyl ester, 1-oxide；methyl 1-oxidopyridin-1-ium-4-carbodithioate
• CAS: 711603-41-7
• 化学式: C₇H₇NOS₂
• 分子量: 185.271
• InChiKey: NWCMJDYFHAXBPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-二甲基-1,3-丁二烯 、 N-oxy-pyridine-4-carbodithioic acid methyl ester 以 二氯甲烷 为溶剂， 反应 1.0h， 以96%的产率得到4-(3,6-dihydro-4,5-dimethyl-2-methylsulfanylthiapyran-2-yl)pyridine N-oxide
  参考文献：
  名称：

  Pyridinedithioesters as Heterodienophiles:  Application to the Synthesis of Aprikalim

  摘要：

  Pyridinedithioesters can be used as efficient heterodienophiles when activated by complexation with BF3, by protonation, or by oxidation of the nitrogen atom of the pyridine moiety. The hetero-Diels-Alder reaction using 3-pyridinedithioester as a heterodienophile was the key step in a new synthesis of Aprikalim in racemic form. The methodology can be reliably extended to prepare new analogues of Aprikalim.

  DOI：

  10.1021/ol052942k
• 作为产物：
  描述：

  4-((benzenesulfonyl)methyl)pyridine 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 potassium tert-butylate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 N-oxy-pyridine-4-carbodithioic acid methyl ester
  参考文献：
  名称：

  Efficient New Protocol to Synthesize Aromatic and Heteroaromatic Dithioesters

  摘要：

  描述了一种高效、高产的合成取代芳香和杂芳香二硫酯的方法。该方法包括在碱性介质中（苯磺酰）甲基（杂）芳香衍生物与硫元素反应，随后进行烷基化。

  DOI：

  10.1055/s-2004-822311

文献信息

• Rational engineering of dimeric Dy-based Single-Molecule Magnets for surface grafting
  作者：Xiaohui Yi、Fabrice Pointillart、Boris Le Guennic、Julie Jung、Carole Daiguebonne、Guillaume Calvez、Olivier Guillou、Kevin Bernot

  DOI：10.1016/j.poly.2019.02.040

  日期：2019.5

  The deposition of Single-Molecule Magnets (SMMs) on surfaces is a mandatory step toward their possible use as data-storage units or qubits. In this study we report the structural and magnetic characterization of two parent compounds of a well-known SMM called DyPyNO, ([Dy(hfac)(3)(PyNO)](2) with hfac = hexafluoroacetylacetonate and PyNO = pyridine-N-oxide), that are targeted to be deposited on gold surfaces. Thio-substitution of the pyridine ring of these dimers is expected to provide good anchoring group toward deposition on gold. We have investigated two significantly different geometries of the anchoring groups in dimers 1 and 2. Interestingly, despite these strong differences, SMM behavior is remarkably well-preserved in the polycrystalline material offering possibilities to graft these SMMs on surface. (C) 2019 Elsevier Ltd. All rights reserved.