chroman-4-one ethoxycarbonylhydrazone | 464201-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: chroman-4-one ethoxycarbonylhydrazone
• 英文别名: ethyl N-(2,3-dihydrochromen-4-ylideneamino)carbamate
• CAS: 464201-57-8
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: UJOQVUOFSJWIGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  chroman-4-one ethoxycarbonylhydrazone 在 次氯酸叔丁酯 、 氯化锑(V) 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-Benzyl-4,5-dihydro-[1,2,4]triazolo[5,1-d][1,5]benzoxazepine
  参考文献：
  名称：

  A FACIAL SYNTHESIS OF THE NEUTRAL [1,2,4]TRIAZOLO- [3,2-d][1,5]BENZOXAZEPINES AND THEIR CHALCOGEN-ANALOGUES

  摘要：

  An expedient synthesis of neutral [1,2,4]triazolo[3,2-d][1,5]-benzoxazepines 6a-e and their chalcogen analogues 6f-i was accomplished via cycloaddition of the heterocumulene cations (3a,b), generated sequentially by action of chroman-4-one as well as thiochroman-4-one ethoxy carbonylhydrazones (1a,b) with t-BuOCl and SbCl5, to the triple bond of nitriles and concurring ring enlargement and hydrolytic removal of the N(1)-ethoxycarbonyl group. The oily final products were characterized as their picrates.

  DOI：

  10.1081/scc-120003628
• 作为产物：
  描述：

  2,3-二氢苯并吡喃-4-酮 、 肼基甲酸乙酯 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以89%的产率得到chroman-4-one ethoxycarbonylhydrazone
  参考文献：
  名称：

  A FACIAL SYNTHESIS OF THE NEUTRAL [1,2,4]TRIAZOLO- [3,2-d][1,5]BENZOXAZEPINES AND THEIR CHALCOGEN-ANALOGUES

  摘要：

  An expedient synthesis of neutral [1,2,4]triazolo[3,2-d][1,5]-benzoxazepines 6a-e and their chalcogen analogues 6f-i was accomplished via cycloaddition of the heterocumulene cations (3a,b), generated sequentially by action of chroman-4-one as well as thiochroman-4-one ethoxy carbonylhydrazones (1a,b) with t-BuOCl and SbCl5, to the triple bond of nitriles and concurring ring enlargement and hydrolytic removal of the N(1)-ethoxycarbonyl group. The oily final products were characterized as their picrates.

  DOI：

  10.1081/scc-120003628