2-chloro-6-hydrazinobenzonitrile | 914311-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-chloro-6-hydrazinobenzonitrile
• 英文别名: 2-Chloro-6-hydrazinylbenzonitrile
• CAS: 914311-51-6
• 化学式: C₇H₆ClN₃
• mdl: MFCD00051700
• 分子量: 167.598
• InChiKey: NOHOKGIYQUWXJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-6-hydrazinobenzonitrile 以 四氢呋喃 为溶剂， 反应 1.0h， 以100%的产率得到4-氯-1H-吲唑-3-胺
  参考文献：
  名称：

  New Practical Synthesis of Indazoles via Condensation of o-Fluorobenzaldehydes and Their O-Methyloximes with Hydrazine

  摘要：

  The reaction of o-fluorobenzaldehydes and their O-methyloximes with hydrazine has been developed as a new practical synthesis of indazoles. Utilization of the methyloxime derivatives of benzaldehydes (in the form of the major E-isomers) in this condensation effectively eliminated a competitive Wolf-Kishner reduction to fluorotoluenes, which was observed in the direct preparations of indazoles from aldehydes. Reaction of Z-isomers of methyloximes with hydrazine resulted in the formation of 3-aminoindazoles via a benzonitrile intermediate.

  DOI：

  10.1021/jo0613784
• 作为产物：
  描述：

  2-氯-6-氟苯腈 在 肼 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以90%的产率得到2-chloro-6-hydrazinobenzonitrile
  参考文献：
  名称：

  New Practical Synthesis of Indazoles via Condensation of o-Fluorobenzaldehydes and Their O-Methyloximes with Hydrazine

  摘要：

  The reaction of o-fluorobenzaldehydes and their O-methyloximes with hydrazine has been developed as a new practical synthesis of indazoles. Utilization of the methyloxime derivatives of benzaldehydes (in the form of the major E-isomers) in this condensation effectively eliminated a competitive Wolf-Kishner reduction to fluorotoluenes, which was observed in the direct preparations of indazoles from aldehydes. Reaction of Z-isomers of methyloximes with hydrazine resulted in the formation of 3-aminoindazoles via a benzonitrile intermediate.

  DOI：

  10.1021/jo0613784

文献信息

• New Practical Synthesis of Indazoles via Condensation of <i>o</i>-Fluorobenzaldehydes and Their <i>O</i>-Methyloximes with Hydrazine
  作者：Kirill Lukin、Margaret C. Hsu、Dilinie Fernando、M. Robert Leanna

  DOI：10.1021/jo0613784

  日期：2006.10.1

  The reaction of o-fluorobenzaldehydes and their O-methyloximes with hydrazine has been developed as a new practical synthesis of indazoles. Utilization of the methyloxime derivatives of benzaldehydes (in the form of the major E-isomers) in this condensation effectively eliminated a competitive Wolf-Kishner reduction to fluorotoluenes, which was observed in the direct preparations of indazoles from aldehydes. Reaction of Z-isomers of methyloximes with hydrazine resulted in the formation of 3-aminoindazoles via a benzonitrile intermediate.