3-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine | 28534-83-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine
• 英文别名: 2-Methylsulfanyl-5-pyridin-3-yl-1,3,4-thiadiazole
• CAS: 28534-83-0
• 化学式: C₈H₇N₃S₂
• 分子量: 209.296
• InChiKey: RQJZKXNYFWLEPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-pyridyldithiocarbazoic acid methyl ester 在 zinc(II) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以47%的产率得到3-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine
  参考文献：
  名称：

  ZnCl2 catalyzed efficient synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole

  摘要：

  New methods for the synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole have been described. No cyclizations took place in the absence of ZnCl2. 1,3,4-Thiadiazoles are formed in the presence of ZnCl2 alone, whereas oxadiazoles are produced when a base such as Et3N or KOH was used along with ZnCl2. % Yields are optimized. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.046

文献信息

• Reactivity of <i>N</i> ¹-Dithioester Substituted Pyridinand Pyrazincarboxamidrazones
  作者：Czeslawa Orlewska、Danuta Pancechowska-Ksepko、Henryk Foks、Zofia Zwolska、Ewa Augustynowicz-Kopec

  DOI：10.1080/10426500500270065

  日期：2006.4.1

  The N1-dithioester substituted pyridin- and pyrazincarboxamidrazones underwent cyclocondensation to 5-methylsulfanyl-1,3,4-thiadiazole or 1,2,4-triazole derivatives, depending on the reaction conditions. With an excess of secondary amines, pyrazincarboxamidrazone dithioester gave 5-amino-1,3,4-thiadiazoles and with an ethanoloamine a 1,2,4-triazole derivative. Prepared compounds were evaluated as potential tuberculostatic agents, but the minimum inhibitory concentrations values indicated no significant activity.
• ZnCl2 catalyzed efficient synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole
  作者：Md.A. Rahman、Mohammad R. Karim、Md. Arifuzzaman、Tasneem A. Siddiquee、Aminul H. Mirza

  DOI：10.1016/j.tetlet.2014.04.046

  日期：2014.5

  New methods for the synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole have been described. No cyclizations took place in the absence of ZnCl2. 1,3,4-Thiadiazoles are formed in the presence of ZnCl2 alone, whereas oxadiazoles are produced when a base such as Et3N or KOH was used along with ZnCl2. % Yields are optimized. (C) 2014 Elsevier Ltd. All rights reserved.