N-(benzylideneamino)-3-methylbenzamide | 77420-61-2

• 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: N-(benzylideneamino)-3-methylbenzamide
• CAS: 77420-61-2
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: CXQLTVFOWNELLB-UHFFFAOYSA-N

物化性质

• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(benzylideneamino)-3-methylbenzamide 在 cobalt(II) nitrate hexahydrate 作用下， 以 1,2-二氯乙烷 为溶剂， 以61 %的产率得到2-(3-甲基苯基)-5-苯基-1,3,4-恶二唑
  参考文献：
  名称：

  硝酸钴 (II) 促进苯甲酰腙环化合成 2,5-二苯基-1,3,4-恶二唑衍生物

  摘要：

  已开发出促进苯甲酰腙环化以形成 2,5-二苯基-1,3,4-恶二唑的 Co(NO 3 ) 2方法。反应在空气中、110℃下DCE中由Co(NO 3 ) 2促进，反应顺利进行；获得16个产品实例。

  DOI：

  10.1177/17475198211045932
• 作为产物：
  描述：

  间甲苯甲酸酰肼 、 苯甲醛 以 乙醇 为溶剂， 以79%的产率得到N-(benzylideneamino)-3-methylbenzamide
  参考文献：
  名称：

  Benzylidene/2-chlorobenzylidene hydrazides: Synthesis, antimicrobial activity, QSAR studies and antiviral evaluation

  摘要：

  A series of benzylidene hydrazides (1-20) was synthesized and tested, in vitro, for antibacterial, antifungal and antiviral activities. The microbial screening results indicated that compounds having chloro and nitro substituents were the most active ones. The antiviral evaluation depicted that compounds 9 and 19 were active against Vesicular stomatitis virus (VSV) in HeLa cell cultures. QSAR investigations indicated that the multi-target QSAR model was effective in describing the antimicrobial (antibacterial and antifungal) activity over the one-target QSAR models. Further the mt-QSAR model indicated that the topological parameters, second order molecular connectivity index ((2)chi) and third order Kier's alpha shape index (kappa alpha(3)) are effective in describing the antimicrobial activity of synthesized hydrazides. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.002

文献信息

• Phenyliodonium diacetate mediated carbotrifluoromethylation of N-acylhydrazones
  作者：Weigang Zhang、Yingpeng Su、Siying Chong、Lili Wu、Guiyan Cao、Danfeng Huang、Ke-Hu Wang、Yulai Hu

  DOI：10.1039/c6ob02041k

  日期：——

  A concise, efficient and direct trifluoromethylation method of aldehyde-derived N-acylhydrazones has been firstly developed by using the combination of inexpensive, stable and commercially available TMSCF3 and PhI(OAc)2 as the CF3 source under mild reaction conditions. This method provides easy access to highly functionalized trifluoromethylated N-acylhydrazones, which could be used as trifluoromethyl

  醛衍生的N-酰基hydr的简明，有效和直接的三氟甲基化方法是通过在温和的反应条件下，将廉价，稳定且可商购的TMSCF 3和PhI（OAc）2作为CF 3源来开发的。该方法可轻松获得高度官能化的三氟甲基化N-酰基hydr，可用作三氟甲基合成构件，可进一步转化为其他有价值的三氟甲基化合物。
• Benzylidene/2-chlorobenzylidene hydrazides: Synthesis, antimicrobial activity, QSAR studies and antiviral evaluation
  作者：Davinder Kumar、Vikramjeet Judge、Rakesh Narang、Sonia Sangwan、Erik De Clercq、Jan Balzarini、Balasubramanian Narasimhan

  DOI：10.1016/j.ejmech.2010.03.002

  日期：2010.7

  A series of benzylidene hydrazides (1-20) was synthesized and tested, in vitro, for antibacterial, antifungal and antiviral activities. The microbial screening results indicated that compounds having chloro and nitro substituents were the most active ones. The antiviral evaluation depicted that compounds 9 and 19 were active against Vesicular stomatitis virus (VSV) in HeLa cell cultures. QSAR investigations indicated that the multi-target QSAR model was effective in describing the antimicrobial (antibacterial and antifungal) activity over the one-target QSAR models. Further the mt-QSAR model indicated that the topological parameters, second order molecular connectivity index ((2)chi) and third order Kier's alpha shape index (kappa alpha(3)) are effective in describing the antimicrobial activity of synthesized hydrazides. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Cobalt(II) nitrate promoted cyclization of benzoyl hydrazone for the synthesis of 2,5-diphenyl-1,3,4-oxadiazole derivatives
  作者：Xiaojun Li、Shangtie Liao、Yu Chen、Chengcai Xia、Guodong Wang

  DOI：10.1177/17475198211045932

  日期：2021.11

  A Co(NO3)2 method to promote cyclization of benzoyl hydrazone for the formation of 2,5-diphenyl-1,3,4-oxadiazoles has been developed. The reaction proceeded smoothly and was promoted by Co(NO3)2 under air at 110 °C in DCE; 16 examples of products were obtained.

  已开发出促进苯甲酰腙环化以形成 2,5-二苯基-1,3,4-恶二唑的 Co(NO 3 ) 2方法。反应在空气中、110℃下DCE中由Co(NO 3 ) 2促进，反应顺利进行；获得16个产品实例。