ethyl 3-amino-4-(benzo[d]imidazol-2-yl)-5-hydrazinothiophen-2-carboxylate | 916992-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 3-amino-4-(benzo[d]imidazol-2-yl)-5-hydrazinothiophen-2-carboxylate
• 英文别名: ethyl 3-amino-4-(1H-benzimidazol-2-yl)-5-hydrazinylthiophene-2-carboxylate
• CAS: 916992-13-7
• 化学式: C₁₄H₁₅N₅O₂S
• 分子量: 317.371
• InChiKey: QCIWDSLDWGDJHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  147
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 3-amino-4-(benzo[d]imidazol-2-yl)-5-hydrazinothiophen-2-carboxylate 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以80%的产率得到ethyl 3-aminobenzo[d]imidazo[3,2:2,3]pyrazolo[5,4:2,3]thiophene-2-carboxylate
  参考文献：
  名称：

  A One-Pot Synthesis of Thiophenes and Their Annulated Derivatives With Potential Pharmaceutical Interest

  摘要：

  The reaction of 2-cyanomethylene benzo[d]imidazole (1) with carbon disulphide in basic DMF solution gave the di-potassium disulphide salt (3). The reaction of the latter with the alpha-halocarbonyl compounds 4 and 13 afforded the thiophene derivatives 5 and 14, respectively. The latter products were used to synthesize annulated products with potential pharmaceutical interest.

  DOI：

  10.1080/10426500600605749
• 作为产物：
  描述：

  ethyl 3-amino-4-(benzo[d]imidazol-2-yl)-5-(ethoxycarbonylmethylsulfanyl)thiophene-2-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以78%的产率得到ethyl 3-amino-4-(benzo[d]imidazol-2-yl)-5-hydrazinothiophen-2-carboxylate
  参考文献：
  名称：

  A One-Pot Synthesis of Thiophenes and Their Annulated Derivatives With Potential Pharmaceutical Interest

  摘要：

  The reaction of 2-cyanomethylene benzo[d]imidazole (1) with carbon disulphide in basic DMF solution gave the di-potassium disulphide salt (3). The reaction of the latter with the alpha-halocarbonyl compounds 4 and 13 afforded the thiophene derivatives 5 and 14, respectively. The latter products were used to synthesize annulated products with potential pharmaceutical interest.

  DOI：

  10.1080/10426500600605749

文献信息

• A One-Pot Synthesis of Thiophenes and Their Annulated Derivatives With Potential Pharmaceutical Interest
  作者：Wagnat Wahba Wardakhan

  DOI：10.1080/10426500600605749

  日期：2006.9.1

  The reaction of 2-cyanomethylene benzo[d]imidazole (1) with carbon disulphide in basic DMF solution gave the di-potassium disulphide salt (3). The reaction of the latter with the alpha-halocarbonyl compounds 4 and 13 afforded the thiophene derivatives 5 and 14, respectively. The latter products were used to synthesize annulated products with potential pharmaceutical interest.