1-(4-chlorophenyl)-N-(1H-1,2,4-triazol-5-yl)methanimine | 5295-14-7

• 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: 1-(4-chlorophenyl)-N-(1H-1,2,4-triazol-5-yl)methanimine
• CAS: 5295-14-7
• 化学式: C₉H₇ClN₄
• 分子量: 206.634
• InChiKey: WQPATOORNHONHN-UHFFFAOYSA-N

物化性质

• 熔点：
  212.3-213.4 °C (decomp)(Solv: ethanol (64-17-5))
• 沸点：
  401.6±47.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氰化钾 、 1-(4-chlorophenyl)-N-(1H-1,2,4-triazol-5-yl)methanimine 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以95%的产率得到
  参考文献：
  名称：

  Hartmann, Manfred; Schuetz, Heidrun; Wermann, Kurt, Zeitschrift fur Chemie, 1990, vol. 30, # 12, p. 436 - 437

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氨基-1,2,4-三氮唑 、 4-氯苯甲醛 以 乙醇 为溶剂， 反应 4.0h， 生成 1-(4-chlorophenyl)-N-(1H-1,2,4-triazol-5-yl)methanimine
  参考文献：
  名称：

  1 H NMR，13 C NMR和某些源自3-氨基-1,2,4-三唑的席夫碱的质谱研究

  摘要：

  制备衍生自3-氨基-1,2,4-三唑和不同取代的芳族醛的杂环席夫碱，并进行1 H NMR，13 C NMR和质谱分析。DMSO中的1 H NMR光谱在9.35–8.90 ppm区域内显示出尖锐的单峰，与偶氮甲碱质子相对应。该信号的位置在很大程度上取决于苯并部分的取代基的性质。可以看出，三唑环（5 C）芳香质子信号的形状，位置和积分值明显受到交换速率，弛豫时间，溶液浓度以及所用溶剂的影响。13C NMR被认为是1 H NMR研究结果的重要依据。质谱结果被用作确认所研究化合物结构的工具。基本峰（100％），主要是M-1峰，表明氢自由基的易失性。将未取代的席夫碱的片段化模式作为一般方案。其他方案的差异是由于芳环上连接的取代基的电负性影响所致。

  DOI：

  10.1016/j.saa.2009.08.042

文献信息

• Synthesis and Antifungal Activities of Some New 5,7-Disubstituted[1,2,4]Triazolo[1,5-<i>a</i>]Pyrimidin-6-one Derivatives
  作者：Susanta Kumar Borthakur、Sukanya Borthakur、Debarshi Goswami、Paran Boruah、Pabitra Kumar Kalita

  DOI：10.1002/jhet.2479

  日期：2016.11

  Synthesis of a new series of [1,2,4]triazolo[1,5‐a]pyrimidin‐6‐one by [4 + 2]cycloaddition reaction of 3‐benzylidineamino[1,2,4]triazole with monophenyl ketene and diphenyl ketene generated in situ from phenylacetyl chloride and diphenylacetyl chloride in the presence of triethylamine is described. The newly synthesized compounds were also tested for antifungal activities against Rhizoctonia solani

  通过3-苄基氨基[1,2,4]三唑与单苯基乙烯酮和[3]的[4 + 2]环加成反应合成一系列新的[1,2,4]三唑[1,5 - a ]嘧啶-6-one描述了在三乙胺存在下由苯基乙酰氯和二苯基乙酰氯原位生成的二苯基乙烯酮。还测试了新合成的化合物对茄根霉和木霉的抗真菌活性。
• Multicomponent cyclocondensation reactions of aminoazoles, arylpyruvic acids and aldehydes with controlled chemoselectivity
  作者：Yana I. Sakhno、Sergey M. Desenko、Svetlana V. Shishkina、Oleg. V. Shishkin、Dmytro O. Sysoyev、Ulrich Groth、C. Oliver Kappe、Valentin A. Chebanov

  DOI：10.1016/j.tet.2008.09.089

  日期：2008.12

  The multicomponent reactions of 3-amino-1,2,4-triazoles/5-aminotetrazole with phenylpyruvic acids and aromatic aldehydes were studied using conventional thermal heating, ultrasonification and microwave dielectric heating. Two different reaction pathways for these cyclocondensations occurring under either kinetic or thermodynamic control were established depending on the temperature regime and building block selection. In case of aminotriazoles, an unprecedented reaction pathway leading to 5-aryl-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro [1,2,4]triazolol [1,5-a]pyrimidine-7-carboxylic acids was found and discussed. (C) 2008 Elsevier Ltd. All rights reserved.
• Spectroscopic and conductometric studies on someSchiff bases
  作者：M. M. Ayad、I. A. Mansour

  DOI：10.1007/bf00813200

  日期：1995.4

  The electronic absorption spectra of some Schiff bases derived from 3-amino-1,2,4-triazole have been investigated in organic solvents of different polarities. Assignment of the absorption bands, solvent effects, and spectral structure correlations are considered. The fundamental IR bands and the main signals in the H-1 NMR spectra are assigned and discussed with respect to the effect of substituents on the phenyl ring. A change of the electrical conductance of the compounds with increasing temperature is observed for the solid samples.
• Borthakur, Susanta K.; Boruah, Paran; Goswami, Birendra N., Journal of the Indian Chemical Society, 2013, vol. 90, # 7, p. 1005 - 1008
  作者：Borthakur, Susanta K.、Boruah, Paran、Goswami, Birendra N.

  DOI：——

  日期：——