苯基2-(4-吡啶基)乙基硫醚 | 21070-67-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 苯基2-(4-吡啶基)乙基硫醚
• 英文名称: 4-(2-phenylsulfanyl-ethyl)-pyridine
• 英文别名: 4-[2-(phenylsulfanyl)ethyl]pyridine；phenyl 2-(4-pyridyl)ethyl sulfide；2-(4-Pyridyl)-ethyl-phenylsulfid；4-(2-Phenylthio-ethyl)-pyridin；4-(2-(Phenylthio)ethyl)pyridine；4-(2-phenylsulfanylethyl)pyridine
• CAS: 21070-67-7
• 化学式: C₁₃H₁₃NS
• mdl: MFCD00453970
• 分子量: 215.319
• InChiKey: XFLNVXUSNWPNOC-UHFFFAOYSA-N

物化性质

• 沸点：
  190 °C(Press: 0.4 Torr)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-乙烯基吡啶 、 苯硫酚 在 zinc(II) nitrate hexahydrate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以96%的产率得到苯基2-(4-吡啶基)乙基硫醚
  参考文献：
  名称：

  路易斯酸活化吡啶的亲核芳香取代和共轭加成。

  摘要：

  据报道，有一种清洁，温和且可持续的方法使吡啶及其类似物官能化。锌基路易斯酸通过与吡啶环上的氮结合并激活吡啶环核以进一步官能化，用于活化吡啶及其类似物，以实现亲核芳香族取代，共轭加成和环化反应。

  DOI：

  10.1002/cssc.201403154

文献信息

• Facile Thiol–Ene Click Protocol Using Benzil as Sensitizer and White LED as Light Source
  作者：Anupam Das、K. R. Justin Thomas

  DOI：10.1002/ejoc.202001275

  日期：2020.12.13

  Light‐induced photo‐sensitized reactions of alkenes and alkynes with thiols to form thioethers are described. High selectivity with large functional group compatibility for aromatic as well as aliphatic alkenes is also demonstrated.

  描述了光诱导的烯烃和炔烃与硫醇形成硫醚的光敏反应。还证明了对芳香族和脂肪族烯烃具有高官能团相容性的高选择性。
• A General Palladium-Catalyzed Coupling of Aryl Bromides/Triflates and Thiols
  作者：Takahiro Itoh、Toshiaki Mase

  DOI：10.1021/ol047996t

  日期：2004.11.1

  We have developed an efficient palladium-catalyzed carbon-sulfur bond formation reaction of aryl bromides, triflates, and activated aryl chloride. Using this protocol, we have shown tolerance to a wide variety of aryl thiols and alkyl thiols that can also be used as sulfide equivalents. [reaction: see text]

  我们已经开发了一种有效的钯催化的芳基溴化物，三氟甲磺酸酯和活化的芳基氯的碳硫键形成反应。使用此协议，我们显示了对多种芳基硫醇和烷基硫醇的耐受性，这些芳族硫醇和烷基硫醇也可用作硫化物的等同物。[反应：看文字]
• [EN] METHOD FOR PRODUCING THIOETHER COMPOUND<br/>[FR] MÉTHODE DE SYNTHÈSE D'UN COMPOSÉ DE TYPE THIOÉTHER
  申请人：BANYU PHARMA CO LTD

  公开号：WO2006038741A1

  公开（公告）日：2006-04-13

  Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical product or a production intermediate of a pharmaceutical product. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]: [III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]: [II] or a salt thereof in the presence of a palladium compound such as Pd2(dba)3, a base such as i-Pr2NEt and a phosphorus compound represented by the following formula [AA].

  公开了一种高效且广泛适用的方法，用于商业生产一种硫醚化合物或巯基化合物，该化合物可用作药物产品或药物产品的生产中间体。具体公开了一种生产下述通用式[I]所代表的硫醚化合物或其盐的方法。该方法的特征在于，在钯化合物（例如Pd2(dba)3）、碱（例如i-Pr2NEt）和下述式[AA]所代表的磷化合物存在下，通过将下述通用式[III]所代表的化合物（其中X代表溴原子、氯原子或三氟甲磺酰氧基团，环A代表芳基或杂环芳基团）或其盐与下述通用式[II]所代表的巯基化合物或其盐反应来实现。
• Method For Producing Thioether Compound
  申请人：Itoh Takahiro

  公开号：US20080108823A1

  公开（公告）日：2008-05-08

  Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical compound or a production intermediate of it. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]:[III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]:[II] or a salt thereof in the presence of a palladium compound such as Pd 2 (dba) 3 , a base such as i-Pr 2 NEt and a phosphorus compound represented by the following formula [AA].

  公开了一种高效且广泛适用的方法，用于商业生产一种硫醚化合物或硫醇化合物，该化合物可用作药物化合物或其生产中间体。具体公开了一种制备下述一般式[I]所代表的硫醚化合物或其盐的方法。该方法的特点在于，在钯化合物（如Pd2（dba）3）、碱（如i-Pr2NEt）和下述式[AA]所代表的磷化合物的存在下，将下述一般式[III]所代表的化合物（其中X代表溴原子、氯原子或三氟甲基磺酰氧基团，环A代表芳基或杂环环基）或其盐与下述一般式[II]所代表的硫醇化合物或其盐反应。
• METHOD FOR PRODUCING THIOETHER COMPOUND
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1806337A1

  公开（公告）日：2007-07-11

  Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical compound or a production intermediate of it. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]: [III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]: [II] or a salt thereof in the presence of a palladium compound such as Pd2(dba)3, a base such as i-Pr2NEt and a phosphorus compound represented by the following formula [AA].

  本发明公开了一种用于商业化生产硫醚化合物或硫醇化合物的高效且广泛适用的方法，硫醚化合物或硫醇化合物可用作药物化合物或其生产中间体。具体地说，本发明公开了一种生产以下通式[I]代表的硫醚化合物或其盐的方法。该方法的特征在于由以下通式[III]代表的化合物：[III]（其中 X 代表溴原子、氯原子或三氟甲基磺酰氧基，环 A 代表芳基或杂芳基环基）或其盐与下 列通式[II]代表的硫醇化合物反应：[II]或其盐在钯化合物如 Pd2(dba)3、碱如 i-Pr2NEt 和下式[AA]代表的磷化合物存在下反应。