2-ethylsulfinyl-6-ethylthiopyridine | 130896-94-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-ethylsulfinyl-6-ethylthiopyridine
• 英文别名: 2-Ethylsulfanyl-6-ethylsulfinylpyridine
• CAS: 130896-94-5
• 化学式: C₉H₁₃NOS₂
• 分子量: 215.34
• InChiKey: JLIYZJSVEWIMRM-UHFFFAOYSA-N

物化性质

• 沸点：
  394.4±27.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  74.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethylsulfinyl-6-ethylthiopyridine 在 正丁基锂 、 magnesium monoperoxyphthalate hexahydrate 作用下， 以 甲醇 为溶剂， 生成 α,α,α-三联吡啶
  参考文献：
  名称：

  2-烷基亚磺酰基吡啶被2-吡啶基锂的异丙基取代；寡吡啶及其溴甲基衍生物的新制备方法

  摘要：

  已经制备了不对称和对称的2,2'-联吡啶5和6。所应用的方法是新方法，可提供高级寡吡啶及其溴代甲基衍生物的有效合成方法。

  DOI：

  10.1016/s0040-4039(00)97692-5
• 作为产物：
  描述：

  2,6-二氯吡啶 在 sodium hydride 、 magnesium monoperoxyphthalate hexahydrate 作用下， 以 甲醇 、 六甲基磷酰三胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.42h， 生成 2-ethylsulfinyl-6-ethylthiopyridine
  参考文献：
  名称：

  Coupling of Consecutive Pyridine Ring Units for Oligopyridine Synthesis

  摘要：

  The reaction of 2-ethylsulfinyl-6-(ethylthio)pyridine (2), 6-ethylsulfinyl-6'-ethylthio-2,2'- -bipyridine (6), and 6-ethylsulfinyl-6"'-ethylthio-2,2':6',2 ":6 ",2'''-quaterpyridine (10) with methylmagnesium bromide gave symmetric oligopyridines 6,6'-bis(ethylthio)-2,2'-bipyridine (4), 6,6'''-bis(ethylthio)-2,2':6',2 ":6 ",2'''-quaterpyridine (8), and 6,6'''''''-bis(ethylthio)-2,2':6',2 ":6 ",2''':6''',2'''':6'''',2''''':6''''',2'''''':6'''''',2'''''''-octipyridine (12) in respective yields of 70, 56, and 3%. On the other hand, the reaction of 6 and 10 with 2-(6-bromopyridinyl) lithium and 6-(2,2'-bipyridinyl)lithium gave the corresponding unsymmetric oligopyridines (15, 16, 13, and 19). The reaction with chiral (S)-2-{6-[1-(tert-butyldimethylsiloxy)-ethyl]pyridinyl}lithium gave optically active oligopyridines (17) and (18) in 78 and 58% yields, respectively.

  DOI：

  10.3987/com-98-s(h)57

文献信息

• UENISHI, JUNICHI;TANAKA, TAKAKAZU;WAKABAYASHI, SHOJI, TETRAHEDRON LETT., 31,(1990) N2, C. 4625-4628
  作者：UENISHI, JUNICHI、TANAKA, TAKAKAZU、WAKABAYASHI, SHOJI

  DOI：——

  日期：——
• Coupling of Consecutive Pyridine Ring Units for Oligopyridine Synthesis
  作者：Jun'ichi Uenishi、Tetsuya Ueno、Sin'ichiro Hata、Kenji Nishiwaki、Takakazu Tanaka、Shoji Wakabayashi、Osamu Yonemitsu、Shigeru Oae

  DOI：10.3987/com-98-s(h)57

  日期：——

  The reaction of 2-ethylsulfinyl-6-(ethylthio)pyridine (2), 6-ethylsulfinyl-6'-ethylthio-2,2'- -bipyridine (6), and 6-ethylsulfinyl-6"'-ethylthio-2,2':6',2 ":6 ",2'''-quaterpyridine (10) with methylmagnesium bromide gave symmetric oligopyridines 6,6'-bis(ethylthio)-2,2'-bipyridine (4), 6,6'''-bis(ethylthio)-2,2':6',2 ":6 ",2'''-quaterpyridine (8), and 6,6'''''''-bis(ethylthio)-2,2':6',2 ":6 ",2''':6''',2'''':6'''',2''''':6''''',2'''''':6'''''',2'''''''-octipyridine (12) in respective yields of 70, 56, and 3%. On the other hand, the reaction of 6 and 10 with 2-(6-bromopyridinyl) lithium and 6-(2,2'-bipyridinyl)lithium gave the corresponding unsymmetric oligopyridines (15, 16, 13, and 19). The reaction with chiral (S)-2-6-[1-(tert-butyldimethylsiloxy)-ethyl]pyridinyl}lithium gave optically active oligopyridines (17) and (18) in 78 and 58% yields, respectively.
• Ipso substitution of 2-alkylsulfinylpyridine by 2-pyridyllithium; a new preparation of oligopyridine and their bromomethyl derivatives
  作者：Junichi Uenishi、Takakazu Tanaka、Shoji Wakabayashi、Shigeru Oae、Hiroshi Tsukube

  DOI：10.1016/s0040-4039(00)97692-5

  日期：1990.1

  Unsymmetrical and symmetrical 2,2′-bipyridines 5 and 6 have been prepared. The methods applied are new and offer efficient syntheses of higher oligopyridines and their bromomethyl derivatives.

  已经制备了不对称和对称的2,2'-联吡啶5和6。所应用的方法是新方法，可提供高级寡吡啶及其溴代甲基衍生物的有效合成方法。