2-amino-4-benzyl-5-phenyl-thiophene-3-carbonitrile | 42225-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-amino-4-benzyl-5-phenyl-thiophene-3-carbonitrile
• 英文别名: 2-Amino-4-benzyl-5-phenylthiophene-3-carbonitrile
• CAS: 42225-09-2
• 化学式: C₁₈H₁₄N₂S
• 分子量: 290.389
• InChiKey: VCPHQBBJJYSBFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  劳森试剂 、 2-amino-4-benzyl-5-phenyl-thiophene-3-carbonitrile 以 甲苯 为溶剂， 反应 48.0h， 以95%的产率得到
  参考文献：
  名称：

  Synthesis of novel fused thienodiazaphosphorine derivatives from 2-amino-3-cyanothiophenes and Lawesson's reagent

  摘要：

  In a simple one-pot procedure, treatment of 2-amino-3-cyanothiophenes with Lawesson's reagent (LR) leads to the new thieno[2,3-d][1,3,2]diazaphosphorine-6-thione-2-sulfides in good to excellent yields. A possible reaction mechanism, involving a Dimroth-type rearrangement, is proposed. The structure of obtained products was confirmed by NMR (H-1, P-31, and C-13) and IR spectroscopies and by mass spectrometry.[GRAPHICS].

  DOI：

  10.1080/17415993.2011.639021

文献信息

• 2,4-Diaminothieno[2,3-d]pyrimidines as antifolates and antimalarials. 3. Synthesis of 5,6-disubstituted derivatives and related tetracyclic analogs
  作者：A. Rosowsky、K. K. N. Chen、M. Lin

  DOI：10.1021/jm00261a004

  日期：1973.3
• First Synthesis of Phosphorylated Thienopyridines from 2-amino-3-cyanothiophenes and <i>β</i>-ketophosphonates
  作者：Khaoula Khalladi、Soufiane Touil

  DOI：10.1080/10426507.2012.700354

  日期：2013.6.1

  In a simple procedure, treatment of 2-amino-3-cyanothiophenes with -ketophosphonates, under acid catalysis, leads to new 4-amino-5-phosphonothieno[2,3-b]pyridines in good to excellent yields. The structure of obtained products was confirmed by NMR (H-1, P-31, C-13) and IR spectroscopies, and by mass spectrometry.
• Synthesis of novel fused thienodiazaphosphorine derivatives from 2-amino-3-cyanothiophenes and Lawesson's reagent
  作者：Khaoula Khalladi、Soufiane Touil

  DOI：10.1080/17415993.2011.639021

  日期：2012.2.1

  In a simple one-pot procedure, treatment of 2-amino-3-cyanothiophenes with Lawesson's reagent (LR) leads to the new thieno[2,3-d][1,3,2]diazaphosphorine-6-thione-2-sulfides in good to excellent yields. A possible reaction mechanism, involving a Dimroth-type rearrangement, is proposed. The structure of obtained products was confirmed by NMR (H-1, P-31, and C-13) and IR spectroscopies and by mass spectrometry.[GRAPHICS].