N-(4-bromophenyl)-2-(1-phenyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-ylthio)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(4-bromophenyl)-2-(1-phenyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-ylthio)acetamide
• 英文别名: N-(4-bromophenyl)-2-[(4-cyano-1-phenyl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetamide
• 化学式: C₂₄H₂₀BrN₃OS
• mdl: MFCD02328708
• 分子量: 478.412
• InChiKey: ACSAJXQQILEWAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  91.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-bromophenyl)-2-(1-phenyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-ylthio)acetamide 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以69%的产率得到1-amino-N-(4-bromophenyl)-5-phenyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide
  参考文献：
  名称：

  Cyanoselenoacetamide in a new synthesis of propane-bis(thioamide), the promising reagent for heterocyclizations

  摘要：

  Cyanoselenoacetamide reacts with hydrogen sulfide to form propane-bis(thioamide), which can be used to produce thiazoles (the Hantzsch synthesis) and 3-thioxo-1-phenyl-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile. From the latter compound, 2-alkylsulfanyl-1-phenyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles and 1-amino-N-(4-bromophenyl)-5-phenyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide can be prepared.

  DOI：

  10.1134/s1070363213090168
• 作为产物：
  描述：

  1-phenyl-3-thioxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile 、 4-溴-2-氯乙酰苯胺 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到N-(4-bromophenyl)-2-(1-phenyl-4-cyano-5,6,7,8-tetrahydroisoquinolin-3-ylthio)acetamide
  参考文献：
  名称：

  Cyanoselenoacetamide in a new synthesis of propane-bis(thioamide), the promising reagent for heterocyclizations

  摘要：

  Cyanoselenoacetamide reacts with hydrogen sulfide to form propane-bis(thioamide), which can be used to produce thiazoles (the Hantzsch synthesis) and 3-thioxo-1-phenyl-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile. From the latter compound, 2-alkylsulfanyl-1-phenyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles and 1-amino-N-(4-bromophenyl)-5-phenyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide can be prepared.

  DOI：

  10.1134/s1070363213090168

文献信息

• Cyanoselenoacetamide in a new synthesis of propane-bis(thioamide), the promising reagent for heterocyclizations
  作者：I. V. Dyachenko、M. V. Vovk

  DOI：10.1134/s1070363213090168

  日期：2013.9

  Cyanoselenoacetamide reacts with hydrogen sulfide to form propane-bis(thioamide), which can be used to produce thiazoles (the Hantzsch synthesis) and 3-thioxo-1-phenyl-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile. From the latter compound, 2-alkylsulfanyl-1-phenyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles and 1-amino-N-(4-bromophenyl)-5-phenyl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide can be prepared.