ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate | 131537-32-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate
• 英文别名: (5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid ethyl ester；ethyl 2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
• CAS: 131537-32-1
• 化学式: C₁₁H₁₁N₃O₃S
• 分子量: 265.293
• InChiKey: SHRZMAUHWSNXRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate 在 氨 作用下， 以 乙醇 为溶剂， 生成 2-(5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide
  参考文献：
  名称：

  A New Method of Reducing 2-Mercapto-Substituted 1,3,4-Oxadizoles: Synthesis of Acylhydrazine Derivatives

  摘要：

  开发了一种使用硼氢化钠/乙酸组合还原不对称1,3,4-恶二唑4a-g合成酰肼5a-g的新方法。随后，酰肼5a-g被转化为其相应的磺酰胺衍生物6a-d。

  DOI：

  10.2174/157017810791514670
• 作为产物：
  描述：

  3-吡啶甲酰肼 在 碳酸氢钠 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate
  参考文献：
  名称：

  A New Method of Reducing 2-Mercapto-Substituted 1,3,4-Oxadizoles: Synthesis of Acylhydrazine Derivatives

  摘要：

  开发了一种使用硼氢化钠/乙酸组合还原不对称1,3,4-恶二唑4a-g合成酰肼5a-g的新方法。随后，酰肼5a-g被转化为其相应的磺酰胺衍生物6a-d。

  DOI：

  10.2174/157017810791514670

文献信息

• One-pot Synthesis of 2-Alkylthio-1,3,4-oxadiazole and Bis-(1,3,4-oxadiazole-2-yl)thio alkyl Derivatives from Acid Hydrazides and CS2
  作者：Mohammad Soleiman-Beigi、Mohammad Alikarami、Tahereh Hosseinzadeh

  DOI：10.14233/ajchem.2013.14148

  日期：——

  An efficient and one-pot method for synthesis of 2-alkylthio-1,3,4-oxadiazole derivatives in mild conditions is described. Some novel derivatives such as bis-1,3,4-oxadiazole analogs are also synthesized.

  介绍了一种在温和条件下合成 2-烷硫基-1,3,4-恶二唑衍生物的高效单锅方法。此外，还合成了一些新型衍生物，如双-1,3,4-恶二唑类似物。
• Synthesis and characterization of mono- and bicyclic heterocyclic derivatives containing 1,2,4-triazole, 1,3,4-thia-, and -oxadiazole rings
  作者：Wael A. El-Sayed、Mohamed I. Hegab、Hala E. M. Tolan、Adel A.-H. Abdel-Rahman

  DOI：10.1007/s00706-008-0881-9

  日期：2008.9

  A series of new N- and S-substituted 1,3,4-oxadiazole derivatives were synthesized. 5-Pyridin-3-yl-3-[2-(5-thioxo-4,5-dihydro-l,3,4-thiadiazol-2-yl)ethyl]-1,3,4-oxadiazole-2(3H)-thione and 5-[(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-ylthio)methyl]-N-phenyl-1,3,4-thiadiazol-2-amine were formed by cyclization of 3-(5-pyridin-3-yl-2-thioxo-1,3,4-oxadiazol-3(2H)-ylpropanimidohydrazide and 2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]thiosemicarbazide with CS2 and H2SO4. On the other hand, a number of new bicyclic 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives were synthesized. 6-Pyridin-3-ylbis[1,2,4]triazolo[3,4-b:4',3'- d][1,3,4]thiadiazole-3(2H)-thione was synthesized by reaction of 6-(hydrazino)-3-pyridine-3-yl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole with CS2/KOH/EtOH. The structures of the newly synthesized compounds were elucidated by the spectral and analytical data IR, Mass, and H-1 NMR spectra.
• A New Method of Reducing 2-Mercapto-Substituted 1,3,4-Oxadizoles: Synthesis of Acylhydrazine Derivatives
  作者：Muhammad Zareef、Rashid Iqbal、Javid Hussain Zaidi、Muhammad Arfan、Muhammad Ali、Khalid M. Khan

  DOI：10.2174/157017810791514670

  日期：2010.7.1

  A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsymmetrical 1,3,4-oxadiazoles 4a-g by using sodium borohydride/acetic acid combination. Later on, acylhydrazines 5a-g were converted to their corresponding sulfonamide derivatives 6a-d.

  开发了一种使用硼氢化钠/乙酸组合还原不对称1,3,4-恶二唑4a-g合成酰肼5a-g的新方法。随后，酰肼5a-g被转化为其相应的磺酰胺衍生物6a-d。