2,3,5,6-tetrachloro-4-(ethylsulfanyl)pyridine | 39775-09-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,3,5,6-tetrachloro-4-(ethylsulfanyl)pyridine
• 英文别名: Pyridine, 2,3,5,6-tetrachloro-4-(ethylthio)-；2,3,5,6-tetrachloro-4-ethylsulfanylpyridine
• CAS: 39775-09-2
• 化学式: C₇H₅Cl₄NS
• 分子量: 277.001
• InChiKey: RKUMQFHMUPBKHN-UHFFFAOYSA-N

物化性质

• 沸点：
  306.6±42.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,5,6-tetrachloro-4-(ethylsulfanyl)pyridine 在 吗啉 、 sodium amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 2,6-diamino-3,5-dichloro-4-ethylsulfanylpyridine
  参考文献：
  名称：

  Heteroarenium salts in synthesis. Highly functionalized tetra- and pentasubstituted pyridines

  摘要：

  Activation of chloropyridines by heteroarenium substituents allows sequential substitutions by O-, N-, and S-nucleophiles. Reaction of 2,3,5,6-tetrachloropyridine and 4-ethylsulfanyl-2,3,5,6-tetrachloropyridine with 4-(dimethylamino)pyridine, 4-(pyrrolidin-1-yl)pyridine, or 4-aminopyridine results in the formation of 2,6-bis-heteroarenium substituted 3,5-dichloropyridines. On nucleophilic displacement of the heteroarenium substituents by O-, N-, or S-nucleophiles highly functionalized 3,5-dichloropyridines form which possess N-2,S-4 N-6-, O-2,S-4,O-6-, O-2, O-6-, N-2 N-6-, and S-2,S-6- substitution patterns. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.065
• 作为产物：
  描述：

  五氯吡啶 、 potassium ethyl xanthogenate 以 乙腈 为溶剂， 反应 4.0h， 以55%的产率得到2,3,5,6-tetrachloro-4-(ethylsulfanyl)pyridine
  参考文献：
  名称：

  Reactions of polyhalogenopyridines. 14. Reaction of isomeric dichlorocyanopyridines and pentachloropyridine with potassium ethylxanthate

  摘要：

  DOI：

  10.1007/bf02320333

文献信息

• Synthesis of Pyridine-Thioethers via Mono- and Tricationic Pyridinium Salts
  作者：Andreas Schmidt、Thorsten Mordhorst

  DOI：10.1515/znb-2005-0613

  日期：2005.6.1

  On nucleophilic substitution with S-nucleophiles at room temperature, 1-(4-dimethylamino)- [2,3,5,6-tetrachloropyridin-4-yl]pyridinium chloride (2) yielded tetrachloro-4-sulfanylpyridines and 2,3,5-trichloro-4,6-disulfanylpyridines depending on the reaction conditions. Similarly, the tricationic (3,5-dichloropyridine-2,4,6-triyl)-1,1’,1”-tris[4-(dimethylamino)pyridinium] trichloride 3 was reacted with S-nucleophiles to give the corresponding 3,5-trichloro-2,4,6-trisulfanylpyridines under mild conditions.

  在室温下，通过S-亲核试剂进行亲核取代反应，1-(4-二甲基氨基)-[2,3,5,6-四氯吡啶-4-基]吡啶盐酸盐（2）根据反应条件产生了四氯-4-硫基吡啶和2,3,5-三氯-4,6-二硫基吡啶。类似地，三阳离子（3,5-二氯吡啶-2,4,6-三基）-1,1',1''-三[4-(二甲基氨基)吡啶]三氯化物3在温和条件下与S-亲核试剂反应，得到相应的3,5-三氯-2,4,6-三硫基吡啶。
• Calcium receptor active compounds
  申请人：Sakai Teruyuki

  公开号：US20090176993A1

  公开（公告）日：2009-07-09

  A novel calcium receptor active compound having the formula is provided: Ar 1 —[CR 1 R 2 ] p —X—[CR 3 R 4 ] q —[CR 5 R 6 ]—NR 7 —[CR 8 R 9 ]—Ar 2 wherein: Ar 1 is selected from the group consisting of aryl, heteroaryl, bis(arylmethyl)amino, bis(heteroarylmethyl)amino and arylmethyl(heteroarylmethyl)amino; X is selected from the group consisting of oxygen, sulfur, sulfinyl, sulfonyl, carbonyl and amino; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are, for example, hydrogen or alkyl; Ar 2 is selected from the group consisting of aryl and heteroaryl; p is an integer of from 0 to 6, inclusive; and, q is an integer of from 0 to 14, inclusive.

  提供一种具有以下结构的新型钙受体活性化合物：Ar1—[CR1R2]p—X—[CR3R4]q—[CR5R6]—NR7—[CR8R9]—Ar2其中：Ar1选自芳基、杂环芳基、双(芳基甲基)氨基、双(杂环芳基甲基)氨基和芳基甲基(杂环芳基甲基)氨基的群；X选自氧、硫、亚硫酰、磺酰、羰基和氨基的群；R1、R2、R3、R4、R5、R6、R7、R8和R9例如为氢或烷基；Ar2选自芳基和杂环芳基的群；p为0到6之间的整数，包括0和6；q为0到14之间的整数，包括0和14。
• Heteroarenium salts in synthesis. Highly functionalized tetra- and pentasubstituted pyridines
  作者：Andreas Schmidt、Thorsten Mordhorst、Martin Nieger

  DOI：10.1016/j.tet.2005.11.065

  日期：2006.2

  Activation of chloropyridines by heteroarenium substituents allows sequential substitutions by O-, N-, and S-nucleophiles. Reaction of 2,3,5,6-tetrachloropyridine and 4-ethylsulfanyl-2,3,5,6-tetrachloropyridine with 4-(dimethylamino)pyridine, 4-(pyrrolidin-1-yl)pyridine, or 4-aminopyridine results in the formation of 2,6-bis-heteroarenium substituted 3,5-dichloropyridines. On nucleophilic displacement of the heteroarenium substituents by O-, N-, or S-nucleophiles highly functionalized 3,5-dichloropyridines form which possess N-2,S-4 N-6-, O-2,S-4,O-6-, O-2, O-6-, N-2 N-6-, and S-2,S-6- substitution patterns. (c) 2005 Elsevier Ltd. All rights reserved.
• Reactions of polyhalogenopyridines. 14. Reaction of isomeric dichlorocyanopyridines and pentachloropyridine with potassium ethylxanthate
  作者：A. M. Sipyagin、V. V. Kolchanov、A. T. Lebedev、N. K. Karakhanova

  DOI：10.1007/bf02320333

  日期：1997.11