2-[N'-(1-(4-chlorophenylamino)-2-oxopropylidene)hydrazino]benzoic acid

• 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-[N'-(1-(4-chlorophenylamino)-2-oxopropylidene)hydrazino]benzoic acid
• 英文别名: 2-[2-[C-acetyl-N-(4-chlorophenyl)carbonimidoyl]hydrazinyl]benzoic acid
• 化学式: C₁₆H₁₄ClN₃O₃
• 分子量: 331.758
• InChiKey: BBHLCOPPBHDYOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  90.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[N'-(1-(4-chlorophenylamino)-2-oxopropylidene)hydrazino]benzoic acid 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到3-acetyl-4-(4-chlorophenyl)-1,4-dihydro-5H-1,2,4-benzotriazepin-5-one
  参考文献：
  名称：

  Facile Synthesis of Dihydro-1,2,4-benzotriazepin-5-ones

  摘要：

  Direct interaction between model anilines and an 1,3-dipolar nitrile imine, derived from 2-[N'-(1-chloro-2-oxopropylidine)hydrazine]benzoic acid, yielded the respective acyclic amidrazones. The latter adducts underwent CDI-induced cyclocondensation involving the hydrazone-NH terminus and the activated carboxy group to produce the corresponding dihydro-1,2,4-benzotriazepin-5-ones.

  DOI：

  10.1007/s00706-006-0532-y
• 作为产物：
  描述：

  2-[N'-(1-chloro-2-oxopropylidene)hydrazino]benzoic acid 、 对氯苯胺 在 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以62%的产率得到2-[N'-(1-(4-chlorophenylamino)-2-oxopropylidene)hydrazino]benzoic acid
  参考文献：
  名称：

  Facile Synthesis of Dihydro-1,2,4-benzotriazepin-5-ones

  摘要：

  Direct interaction between model anilines and an 1,3-dipolar nitrile imine, derived from 2-[N'-(1-chloro-2-oxopropylidine)hydrazine]benzoic acid, yielded the respective acyclic amidrazones. The latter adducts underwent CDI-induced cyclocondensation involving the hydrazone-NH terminus and the activated carboxy group to produce the corresponding dihydro-1,2,4-benzotriazepin-5-ones.

  DOI：

  10.1007/s00706-006-0532-y

文献信息

• Facile Synthesis of Dihydro-1,2,4-benzotriazepin-5-ones
  作者：Nisreen I. Hindawi、Jalal A. Zahra、Mustafa M. El-Abadelah、Bassam A. Abu Thaher、Klaus-Peter Zeller

  DOI：10.1007/s00706-006-0532-y

  日期：2006.10

  Direct interaction between model anilines and an 1,3-dipolar nitrile imine, derived from 2-[N'-(1-chloro-2-oxopropylidine)hydrazine]benzoic acid, yielded the respective acyclic amidrazones. The latter adducts underwent CDI-induced cyclocondensation involving the hydrazone-NH terminus and the activated carboxy group to produce the corresponding dihydro-1,2,4-benzotriazepin-5-ones.