2-Chloro-benzoic acid N-tert-butyl-hydrazide | 244244-25-5

• 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-benzoic acid N-tert-butyl-hydrazide
• 英文别名: N-tert-butyl-2-chlorobenzohydrazide
• CAS: 244244-25-5
• 化学式: C₁₁H₁₅ClN₂O
• 分子量: 226.706
• InChiKey: LXLJDGFTTZUBRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Chloro-benzoic acid N-tert-butyl-hydrazide 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 N-tert-Butyl-2-chloro-N-(2,4,5-trioxo-3-phenyl-imidazolidin-1-yl)-benzamide
  参考文献：
  名称：

  Synthesis and biological activity of novel N ′- tert -butyl- N ′-substituted benzoyl- N -(substituted phenyl)aminocarbonylhydrazines and their derivatives

  摘要：

  Benzyl chloroformate was synthesised by the reaction of benzyl alcohol and triphosgene in good yield for the first time. N-tert-Butyl-N-substituted benzoylhydrazines were prepared in a new and convenient procedure with good yields. A series of novel N'-tert-butyl-N'-substituted benzoyl-N-(substituted phenyl)aminocarbonylhydrazines and their derivatives were synthesised and evaluated for molting hormone mimicking activity. The results of bioassays showed that the title compounds exhibit good larvicidal activities and toxicity assays indicated that the title compounds can induce a premature, abnormal and lethal larval molt. We have found that the title compounds possess potential anticancer activities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01932-3
• 作为产物：
  描述：

  N'-tert-Butyl-N'-(2-chloro-benzoyl)-hydrazinecarboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以90%的产率得到2-Chloro-benzoic acid N-tert-butyl-hydrazide
  参考文献：
  名称：

  Synthesis and biological activity of novel N ′- tert -butyl- N ′-substituted benzoyl- N -(substituted phenyl)aminocarbonylhydrazines and their derivatives

  摘要：

  Benzyl chloroformate was synthesised by the reaction of benzyl alcohol and triphosgene in good yield for the first time. N-tert-Butyl-N-substituted benzoylhydrazines were prepared in a new and convenient procedure with good yields. A series of novel N'-tert-butyl-N'-substituted benzoyl-N-(substituted phenyl)aminocarbonylhydrazines and their derivatives were synthesised and evaluated for molting hormone mimicking activity. The results of bioassays showed that the title compounds exhibit good larvicidal activities and toxicity assays indicated that the title compounds can induce a premature, abnormal and lethal larval molt. We have found that the title compounds possess potential anticancer activities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01932-3

文献信息

• Synthesis and biological activity of novel N ′- tert -butyl- N ′-substituted benzoyl- N -(substituted phenyl)aminocarbonylhydrazines and their derivatives
  作者：Qingmin Wang、Runqiu Huang

  DOI：10.1016/s0040-4039(01)01932-3

  日期：2001.12

  Benzyl chloroformate was synthesised by the reaction of benzyl alcohol and triphosgene in good yield for the first time. N-tert-Butyl-N-substituted benzoylhydrazines were prepared in a new and convenient procedure with good yields. A series of novel N'-tert-butyl-N'-substituted benzoyl-N-(substituted phenyl)aminocarbonylhydrazines and their derivatives were synthesised and evaluated for molting hormone mimicking activity. The results of bioassays showed that the title compounds exhibit good larvicidal activities and toxicity assays indicated that the title compounds can induce a premature, abnormal and lethal larval molt. We have found that the title compounds possess potential anticancer activities. (C) 2001 Elsevier Science Ltd. All rights reserved.
• A Convenient Synthesis of Novel<i>N</i>′-<i>tert</i>-Butyl-<i>N</i>′-Substituted Benzoyl-<i>N</i>-(Substituted Phenyl)aminocarbonylhydrazines and Their Derivatives
  作者：Qingmin Wang、Runqiu Huang

  DOI：10.1081/scc-120027261

  日期：2004.1

  N-tert-butyl-N-substituted benzoylhydrazines were prepared in two convenient procedures with good yields, subsequent reaction with substituted phenylisocyanates in 1,2-dichloroethane provided a series of novel N'-tert-butyl-N'-substituted benzoyl-N-(substituted phenyl)aminocarbonylhydrazines. Further treatment with oxalyl chloride gave their derivatives in good yields. The title compounds exhibit moderate larvicidal activities and anticancer activities.