9-chloro-5-(N-benzylamino)-5,6-dihydro-4H-1,2,3,3a-tetraazabenzo[e]azulene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 9-chloro-5-(N-benzylamino)-5,6-dihydro-4H-1,2,3,3a-tetraazabenzo[e]azulene
• 英文别名: 10-chloro-N-methyl-6,7-dihydro-5H-tetrazolo[5,1-a][2]benzazepin-6-amine
• 化学式: C₁₁H₁₂ClN₅
• 分子量: 249.703
• InChiKey: NULVSBPQYLYJEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-5-氯苯腈 在 亚硝酸特丁酯 、 叠氮基三甲基硅烷 、 二正丁基氧化锡 、 臭氧 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 68.0h， 生成 9-chloro-5-(N-benzylamino)-5,6-dihydro-4H-1,2,3,3a-tetraazabenzo[e]azulene
  参考文献：
  名称：

  Synthesis of Fused Tetrazole Derivatives via a Tandem Cycloaddition and N-Allylation Reaction and Parallel Synthesis of Fused Tetrazole Amines

  摘要：

  A method for the synthesis of novel fused tricyclic tetrazoles from allylic bromides generated by the recently discovered DiazAll reaction has been developed. This new tandem reaction comprises a cycloaddition between a nitrile and (TMS)N-3 followed by an intramolecular N-allylation. The variation of functionalities in the benzene moiety was well-tolerated, and only a moderate difference in yield and degree of purity was noticed. An exo-methylene group in these new compounds permitted further derivatization. Structural resemblance with substances which possess important pharmacological properties motivated the synthesis of a series of ketones and a small library of amines.

  DOI：

  10.1021/jo035498c

文献信息

• Synthesis of Fused Tetrazole Derivatives via a Tandem Cycloaddition and <i>N</i>-Allylation Reaction and Parallel Synthesis of Fused Tetrazole Amines
  作者：Fredrik Ek、Sophie Manner、Lars-Göran Wistrand、Torbjörn Frejd

  DOI：10.1021/jo035498c

  日期：2004.2.1

  A method for the synthesis of novel fused tricyclic tetrazoles from allylic bromides generated by the recently discovered DiazAll reaction has been developed. This new tandem reaction comprises a cycloaddition between a nitrile and (TMS)N-3 followed by an intramolecular N-allylation. The variation of functionalities in the benzene moiety was well-tolerated, and only a moderate difference in yield and degree of purity was noticed. An exo-methylene group in these new compounds permitted further derivatization. Structural resemblance with substances which possess important pharmacological properties motivated the synthesis of a series of ketones and a small library of amines.