17-benzyl-6,7,14,15-tetrahydro-8H,16H-7,15-epiminodithiochromeno[2,3-b:2',3'-f][1,5]diazocine-8,16-dione | 1246525-54-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 17-benzyl-6,7,14,15-tetrahydro-8H,16H-7,15-epiminodithiochromeno[2,3-b:2',3'-f][1,5]diazocine-8,16-dione
• 英文别名: 25-Benzyl-10,22-dithia-12,24,25-triazahexacyclo[11.11.1.02,11.04,9.014,23.016,21]pentacosa-2(11),4,6,8,14(23),16,18,20-octaene-3,15-dione；25-benzyl-10,22-dithia-12,24,25-triazahexacyclo[11.11.1.02,11.04,9.014,23.016,21]pentacosa-2(11),4,6,8,14(23),16,18,20-octaene-3,15-dione
• CAS: 1246525-54-1
• 化学式: C₂₇H₁₉N₃O₂S₂
• 分子量: 481.599
• InChiKey: AMGPEWSUKXJZJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  17-benzyl-6,7,14,15-tetrahydro-8H,16H-7,15-epiminodithiochromeno[2,3-b:2',3'-f][1,5]diazocine-8,16-dione 在 氘代三氟乙酸 作用下， 以 氘代二甲亚砜 为溶剂， 生成 2-(4-oxo-4H-thiochromen-3-yl)-5H-thiochromeno[2,3-d]-pyrimidin-5-one
  参考文献：
  名称：

  Self-condensation of 3-cyanothiochromone upon the action of benzyl- and phenethylamine

  摘要：

  3-氰基硫代色原酮与苄胺在甲苯中的回流反应生成17-苄基-6,7,14,15-四氢-7,15-亚氨基双(8H,16H-二硫代色烯)[2,3-b:2′,3′-f][1,5]二氮杂环辛烷-6,14-二酮，即2-氨基-3-(苄基亚氨基甲基)硫代色原酮的自缩合产物。与苯乙胺发生类似反应生成2-(硫代色原酮-3-基)-5H-硫代色烯并[2,3-d]-嘧啶-5-酮。研究了二聚体产物的形成机理。

  DOI：

  10.1007/s11172-010-0373-z
• 作为产物：
  描述：

  2-amino-3-[(benzyl)iminomethyl]-4H-thiochromen-4-one 在 三乙胺 、 苄胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以28%的产率得到17-benzyl-6,7,14,15-tetrahydro-8H,16H-7,15-epiminodithiochromeno[2,3-b:2',3'-f][1,5]diazocine-8,16-dione
  参考文献：
  名称：

  Reactivity of 3-formyl- and 3-cyanothiochromones toward some N- and C-nucleophiles. Novel synthesis of 3-substituted 2-aminothiochromones

  摘要：

  The reactions of 3-formylthiochromone with o-phenylenediamines, o-aminobenzenethiol, and indoles proceeded at the aldehyde group to give 3-(benzimidazol-2-yl)thiochromone, 3-(benzothiazol-2-yl) thiochromone. and 3-di(indol-3-yl)methylthiochromones, respectively. 3-Formyl- and 3-cyanothiochromones react with primary aromatic amines and phenylhydrazine to give the corresponding anils and phenylhydrazones of 3-formyl- and 2-amino-3-formylthiochromones. The reaction of 3-cyanochromones with o-phenylenediamines gave 2-amino-3-[(2-aminophenyl)iminomethyl]-4H-chromen-4-ones. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2010.06.066

文献信息

• Reactivity of 3-formyl- and 3-cyanothiochromones toward some N- and C-nucleophiles. Novel synthesis of 3-substituted 2-aminothiochromones
  作者：Vyacheslav Ya. Sosnovskikh、Dmitri V. Sevenard、Vladimir S. Moshkin、Viktor O. Iaroshenko、Peter Langer

  DOI：10.1016/j.tet.2010.06.066

  日期：2010.9

  The reactions of 3-formylthiochromone with o-phenylenediamines, o-aminobenzenethiol, and indoles proceeded at the aldehyde group to give 3-(benzimidazol-2-yl)thiochromone, 3-(benzothiazol-2-yl) thiochromone. and 3-di(indol-3-yl)methylthiochromones, respectively. 3-Formyl- and 3-cyanothiochromones react with primary aromatic amines and phenylhydrazine to give the corresponding anils and phenylhydrazones of 3-formyl- and 2-amino-3-formylthiochromones. The reaction of 3-cyanochromones with o-phenylenediamines gave 2-amino-3-[(2-aminophenyl)iminomethyl]-4H-chromen-4-ones. (C) 2010 Published by Elsevier Ltd.
• Self-condensation of 3-cyanothiochromone upon the action of benzyl- and phenethylamine
  作者：V. Ya. Sosnovskikh、D. V. Sevenard、V. S. Moshkin、O. S. El’tsov

  DOI：10.1007/s11172-010-0373-z

  日期：2010.11

  Reflux of 3-cyanothiochromone with benzylamine in toluene afforded 17-benzyl-6,7,14,15-tetrahydro-7,15-epiminobis(8H,16H-dithiochromeno)[2,3-b:2′,3′-f][1,5]diazocine-6,14-dione, the self-condensation product of 2-amino-3-(benzyliminomethyl)thiochromone. Similar reaction with phenethylamine leads to 2-(thiochromon-3-yl)-5H-thiochromeno[2,3-d]-pyrimidin-5-one. Mechanism of formation of the dimeric products was considered.

  3-氰基硫代色原酮与苄胺在甲苯中的回流反应生成17-苄基-6,7,14,15-四氢-7,15-亚氨基双(8H,16H-二硫代色烯)[2,3-b:2′,3′-f][1,5]二氮杂环辛烷-6,14-二酮，即2-氨基-3-(苄基亚氨基甲基)硫代色原酮的自缩合产物。与苯乙胺发生类似反应生成2-(硫代色原酮-3-基)-5H-硫代色烯并[2,3-d]-嘧啶-5-酮。研究了二聚体产物的形成机理。