ethyl 3-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate | 1574650-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ethyl 3-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate
• CAS: 1574650-53-5
• 化学式: C₁₁H₁₃N₃O₂S
• 分子量: 251.309
• InChiKey: AKMRTKVIMCWVCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  75.06
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate 、 丙二腈 在 甲醇 、 sodium 作用下， 反应 0.5h， 以80%的产率得到5-oxo-4,5,7,8,9,10-hexahydrobenzo[4,5]thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine-3-carbonitrile
  参考文献：
  名称：

  Facile and Efficient One-Pot Procedure for Thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines Preparation

  摘要：

  Base-catalyzed cycloaddition reactions of heterocyclic azides with activated nitriles were studied. Convenient, efficient, and high-yield synthetic method for thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines preparation from available starting reagents without complicated protocols was elaborated. Such an approach allows creation of broad combinatorial libraries for drug discovery. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.840729
• 作为产物：
  描述：

  ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate 在 盐酸 、 sodium nitrite 、 sodium azide 作用下， 以 水 为溶剂， 反应 0.42h， 生成 ethyl 3-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate
  参考文献：
  名称：

  Facile and Efficient One-Pot Procedure for Thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines Preparation

  摘要：

  Base-catalyzed cycloaddition reactions of heterocyclic azides with activated nitriles were studied. Convenient, efficient, and high-yield synthetic method for thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines preparation from available starting reagents without complicated protocols was elaborated. Such an approach allows creation of broad combinatorial libraries for drug discovery. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.840729