(chloromethyl)(naphthalene-1-yl)sulfane | 653602-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (chloromethyl)(naphthalene-1-yl)sulfane
• 英文别名: 1-naphthyl chloromethyl sulfide；Naphthalene, 1-[(chloromethyl)thio]-；1-(chloromethylsulfanyl)naphthalene
• CAS: 653602-02-9
• 化学式: C₁₁H₉ClS
• 分子量: 208.711
• InChiKey: ATSYOCIEYQWGNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (chloromethyl)(naphthalene-1-yl)sulfane 在 硝酸 、 phosphorus pentoxide 、 silica gel 作用下， 以 水 为溶剂， 反应 0.08h， 以89%的产率得到1-Chloromethanesulfinyl-naphthalene
  参考文献：
  名称：

  硅胶上存在负载型P 2 O 5时的硝酸：一种将硫化物氧化为相应亚砜的有效新颖试剂

  摘要：

  本文描述了一种高效，简便的方法，该方法是在硅胶上在无溶剂条件下，在负载的P 2 O 5的情况下，以高收率用硝酸将硫化物1氧化为其相应的亚砜2。

  DOI：

  10.1016/j.tetlet.2005.06.052
• 作为产物：
  描述：

  1-甲硫基萘 在 N-氯代丁二酰亚胺 作用下， 生成 (chloromethyl)(naphthalene-1-yl)sulfane
  参考文献：
  名称：

  电氧化裂解成羧酸的中性脱保护基

  摘要：

  分别在含水乙腈中通过间接和直接方式分别以电化学方式间接实现巯基乙酸叔丁酯（1）和4-甲氧基苯基硫代甲基酯（2）的CS键断裂，从而提供了一种在中性条件下将羧酸脱保护的有效方法。

  DOI：

  10.1016/s0040-4020(01)87075-7

文献信息

• Nitric acid in the presence of supported P2O5 on silica gel: an efficient and novel reagent for oxidation of sulfides to the corresponding sulfoxides
  作者：Abdol R. Hajipour、Behzad Kooshki、Arnold E. Ruoho

  DOI：10.1016/j.tetlet.2005.06.052

  日期：2005.8

  This paper describes an efficient and easy method for oxidation of sulfides 1 to their corresponding sulfoxides 2 with nitric acid in the presence of supported P2O5 on silica gel under solvent-free conditions in high yields.

  本文描述了一种高效，简便的方法，该方法是在硅胶上在无溶剂条件下，在负载的P 2 O 5的情况下，以高收率用硝酸将硫化物1氧化为其相应的亚砜2。
• DE2034475
  申请人：——

  公开号：——

  公开（公告）日：——
• 1-Butyl-4-aza-1-azoniabicyclo[2.2.2]octane Dichromate (BAAOD): An Efficient and Novel Reagent for Oxidation of Sulfides to the Corresponding Sulfoxides
  作者：Abdol R. Hajipour、Hamid R. Bagheri、Arnold E. Ruoho

  DOI：10.1080/714040957

  日期：2003.11.1

  This article describes an efficient and easy method for oxidation of sulfides 1 to their corresponding sulfoxides 2 with 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate (BAAOD) under nonaqueous conditions in high yields.
• Synthesis and inhibitory evaluation of 3-linked imipramines for the exploration of the S2 site of the human serotonin transporter
  作者：Anne Brinkø、Maja T. Larsen、Heidi Koldsø、Louise Besenbacher、Anders Kolind、Birgit Schiøtt、Steffen Sinning、Henrik H. Jensen

  DOI：10.1016/j.bmc.2016.04.039

  日期：2016.6

  The human serotonin transporter is the primary target of several antidepressant drugs, and the importance of a primary, high affinity binding site (S1) for antidepressant binding is well documented. The existence of a lower affinity, secondary binding site (S2) has, however, been debated. Herein we report the synthesis of 3-position coupled imipramine ligands from clomipramine using a copper free Sonogashira reaction. Ligand design was inspired by results from docking and steered molecular dynamics simulations, and the ligands were utilized in a structure-activity relationship study of the positional relationship between the S1 and S2 sites. The computer simulations suggested that the S2 site does indeed exist although with lower affinity for imipramine than observed within the S1 site. Additionally, it was possible to dock the 3-linked imipramine analogs into positions which occupy the S1 and the S2 site simultaneously. The structure activity relationship study showed that the shortest ligands were the most potent, and mutations enlarging the proposed S2 site were found to affect the larger ligands positively, while the smaller ligands were mostly unaffected. (C) 2016 Elsevier Ltd. All rights reserved.
• Nitric Acid in the Presence of Supported P₂O₅ On Silica Gel Affords an Efficient and Mild System for Oxidation of Organic Compounds Under Solvent-Free Conditions
  作者：Abdol R. Hajipour、Lian-Wang Guo、Arnold E. Ruoho

  DOI：10.1080/15421400600786363

  日期：2006.10.1

  This paper describes an efficient and easy method for oxidation of alcohols 1 and sulfides 2 to their corresponding carbonyl compounds 3 and sulfoxides 4 with nitric acid in the presence of supported P2O5 on silica gel under solvent-free conditions in high yields.