2-[(4-methylphenoxy)methyl]-5-chloro-1,3,4-thiadiazole | 1246434-89-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(4-methylphenoxy)methyl]-5-chloro-1,3,4-thiadiazole
• 英文别名: 2-Chloro-5-[(4-methylphenoxy)methyl]-1,3,4-thiadiazole；2-chloro-5-[(4-methylphenoxy)methyl]-1,3,4-thiadiazole
• CAS: 1246434-89-8
• 化学式: C₁₀H₉ClN₂OS
• 分子量: 240.713
• InChiKey: NCESSUJCVDQWIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-methylphenoxy)methyl]-5-chloro-1,3,4-thiadiazole 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 6-[(4-Methylphenoxy)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Utilization of 2-Halo-1,3,4-thiadiazoles in the Synthesis of 2-Functionalized 1,3,4-Thiadiazole Derivatives

  摘要：

  Novel 2-bromo/iodo-5-aryloxymethy1-1,3,4-thiadiazoles were prepared by the diazotization of 2-amino-1,3,4-thiadiazoles using p-TsOH as acid under the copper-free conditions. 2-Chloro-5-aryloxymethyl-1,3,4-thiadiazoles, which were prepared by traditional diazotization, were treated with various nucleophiles to give a series of 2-substituted-1,3,4-thiadiazole derivatives including 2-methylamino/ethylamino/hydroxylethylamino/ hydrazinyl-5-aryloxymethyl-1,3,4-thiadizoles and 6-aryloxymethyl[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazoles.

  DOI：

  10.3987/com-11-12288
• 作为产物：
  描述：

  2-氨基-5-(4-甲基苯氧基甲基)-1,3,4-噻二唑 在 盐酸 、 铜 、 sodium nitrite 作用下， 以 水 为溶剂， 以81%的产率得到2-[(4-methylphenoxy)methyl]-5-chloro-1,3,4-thiadiazole
  参考文献：
  名称：

  室温研磨合成2-(5-(芳氧基甲基)-1,3,4-噻二唑-2-基硫基)-N-芳基乙酰胺

  摘要：

  2-氯-N-芳基乙酰胺与5-(芳氧基甲基)-1,3反应高效合成15种2-(5-(芳氧基甲基)-1,3,4-噻二唑-2-基硫基)-N-芳基乙酰胺,4-噻二唑-2-硫醇在室温下无溶剂条件下通过研磨。与传统加热相比，该方法的主要优点是反应时间短、收率高、后处理简单和环境友好。

  DOI：

  10.1080/10426500903299901

文献信息

• The Synthesis of 2-(5-(Aryloxymethyl)-1,3,4-thiadiazol-2-ylthio)-<i>N</i>-arylacetamides at Room Temperature via Grinding
  作者：Xi-Cun Wang、Sheng-Qing Wang、Xiao-Mei Ding、Xue-Fei Chen

  DOI：10.1080/10426500903299901

  日期：2010.7.30

  Fifteen 2-(5-(aryloxymethyl)-1,3,4-thiadiazol-2-ylthio)-N-arylacetamides were efficiently synthesized from the reaction of 2-chloro-N-arylacetamide with 5-(aryloxymethyl)-1,3,4-thiadiazole-2-thiol under solvent-free conditions at room temperature via grinding. The key advantages of the method are the short reaction time, high yields, simple workup, and environmentally friendly conditions compared to

  2-氯-N-芳基乙酰胺与5-(芳氧基甲基)-1,3反应高效合成15种2-(5-(芳氧基甲基)-1,3,4-噻二唑-2-基硫基)-N-芳基乙酰胺,4-噻二唑-2-硫醇在室温下无溶剂条件下通过研磨。与传统加热相比，该方法的主要优点是反应时间短、收率高、后处理简单和环境友好。
• Utilization of 2-Halo-1,3,4-thiadiazoles in the Synthesis of 2-Functionalized 1,3,4-Thiadiazole Derivatives
  作者：Xi-Cun Wang、Jin-Ge Luo、Xiao-Mei Ding、Zheng-Jun Quan

  DOI：10.3987/com-11-12288

  日期：——

  Novel 2-bromo/iodo-5-aryloxymethy1-1,3,4-thiadiazoles were prepared by the diazotization of 2-amino-1,3,4-thiadiazoles using p-TsOH as acid under the copper-free conditions. 2-Chloro-5-aryloxymethyl-1,3,4-thiadiazoles, which were prepared by traditional diazotization, were treated with various nucleophiles to give a series of 2-substituted-1,3,4-thiadiazole derivatives including 2-methylamino/ethylamino/hydroxylethylamino/ hydrazinyl-5-aryloxymethyl-1,3,4-thiadizoles and 6-aryloxymethyl[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazoles.