2-[1-(2-Methylpropyl)aziridin-2-yl]benzotriazole | 219924-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-[1-(2-Methylpropyl)aziridin-2-yl]benzotriazole
• CAS: 219924-59-1
• 化学式: C₁₂H₁₆N₄
• 分子量: 216.286
• InChiKey: GOXHSVCEPSXJLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  33.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丁炔二酸二乙酯 、 2-[1-(2-Methylpropyl)aziridin-2-yl]benzotriazole 反应 72.0h， 以53%的产率得到1-Isobutyl-1H-pyrrole-2,3-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate

  摘要：

  1-Alkyl-2-benzotriazolylaziridines (3a,b and 8a-g) are synthesized by two routes utilizing a novel benzotriazolyl-substituted carbenoid or 1,2-dibromoethylbenzotriazole. Lithiation of 3b and 8e at the position a to benzotriazole and subsequent trapping with alkyl halides leads to the 1,2-dialkyl-2-benzotriazolylaziridine analogues 12 and 20. Compounds 3a and 3b react with acetylenedicarboxylic ester by C-C bond breaking to give pyrrole-3,4-dicarboxylic esters (14a,b). By contrast, compounds 8a-d and 20 react with acetylenedicarboxylic ester by C-N bond breaking and form pyrrole-2,3-dicarboxylic esters 18a-d and 21. Structures of each type of pyrroledicarboxylic ester are established by X-ray analysis.

  DOI：

  10.1021/jo980082y
• 作为产物：
  描述：

  2-vinylbenzotriazole 在 sodium hydroxide 、 溴 作用下， 以 四氯化碳 、 六甲基磷酰三胺 、 乙醚 为溶剂， 反应 24.75h， 生成 2-[1-(2-Methylpropyl)aziridin-2-yl]benzotriazole
  参考文献：
  名称：

  2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate

  摘要：

  1-Alkyl-2-benzotriazolylaziridines (3a,b and 8a-g) are synthesized by two routes utilizing a novel benzotriazolyl-substituted carbenoid or 1,2-dibromoethylbenzotriazole. Lithiation of 3b and 8e at the position a to benzotriazole and subsequent trapping with alkyl halides leads to the 1,2-dialkyl-2-benzotriazolylaziridine analogues 12 and 20. Compounds 3a and 3b react with acetylenedicarboxylic ester by C-C bond breaking to give pyrrole-3,4-dicarboxylic esters (14a,b). By contrast, compounds 8a-d and 20 react with acetylenedicarboxylic ester by C-N bond breaking and form pyrrole-2,3-dicarboxylic esters 18a-d and 21. Structures of each type of pyrroledicarboxylic ester are established by X-ray analysis.

  DOI：

  10.1021/jo980082y

文献信息

• 2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate
  作者：Alan R. Katritzky、Jiangchao Yao、Weiliang Bao、Ming Qi、Peter J. Steel

  DOI：10.1021/jo980082y

  日期：1999.1.1

  1-Alkyl-2-benzotriazolylaziridines (3a,b and 8a-g) are synthesized by two routes utilizing a novel benzotriazolyl-substituted carbenoid or 1,2-dibromoethylbenzotriazole. Lithiation of 3b and 8e at the position a to benzotriazole and subsequent trapping with alkyl halides leads to the 1,2-dialkyl-2-benzotriazolylaziridine analogues 12 and 20. Compounds 3a and 3b react with acetylenedicarboxylic ester by C-C bond breaking to give pyrrole-3,4-dicarboxylic esters (14a,b). By contrast, compounds 8a-d and 20 react with acetylenedicarboxylic ester by C-N bond breaking and form pyrrole-2,3-dicarboxylic esters 18a-d and 21. Structures of each type of pyrroledicarboxylic ester are established by X-ray analysis.