o-chlorophenylazomalononitrile | 6017-25-0

• 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: o-chlorophenylazomalononitrile
• 英文别名: 2-Chlorophenylazomalononitrile；2-[(2-chlorophenyl)diazenyl]propanedinitrile
• CAS: 6017-25-0
• 化学式: C₉H₅ClN₄
• 分子量: 204.619
• InChiKey: ZRNJZQRMCMICTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,9-dimethoxy-5-oxo-6-(2-cyano-N'-methylidineacetohydrazido)furo(3,2-g)benzopyran 、 o-chlorophenylazomalononitrile 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以82%的产率得到
  参考文献：
  名称：

  El-Sawy; Mandour; Islam, Egyptian Journal of Chemistry, 2008, vol. 51, # 4, p. 523 - 538

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氯苯胺 、 丙二腈 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 反应 1.5h， 以84%的产率得到o-chlorophenylazomalononitrile
  参考文献：
  名称：

  Pyridazine derivatives and related compounds. 23*. Synthesis of 3-substituted pyrazolo[3,4-c]pyridazines and their application as disperse dyes

  摘要：

  Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetyl-acetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-di-methylpyrazol-1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4-c]pyri-dazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.

  DOI：

  10.1007/s10593-010-0494-1

文献信息

• 10.1016/j.molstruc.2024.139109
  作者：Vashisht, Ketan、Sethi, Pooja、Bansal, Anshul、Gupta, Sumeet、Dar, Mohammad Ovais、Umar, Ahmad、Kumar, Raman、Kumar, Sushil、Kumar, Hitesh、Alkhanjaf, Abdulrab Ahmed M.、Ibrahim, Ahmed A.、Baskoutas, Sotirios

  DOI：10.1016/j.molstruc.2024.139109

  日期：——

  This study introduces a novel series of 3,5-diamino-4-(2′,3′,4′-substitued phenylazo)-1–2,5-dicholorphenylpyrazole derivatives, synthesized through nucleophilic substitution reactions between 2-[(substituted phenyl) hydrazono] malononitrile and 2,5-dichlorophenyl hydrazine under reflux conditions in an ethanolic medium. These compounds exhibit potent antibacterial and anti-inflammatory properties,

  本研究介绍了一系列新颖的3,5-二氨基-4-(2′,3′,4′-取代的苯基偶氮)-1–2,5-二氯苯基吡唑衍生物，这些衍生物是通过2-[(取代的苯基)之间的亲核取代反应合成的)亚肼基]丙二腈和2,5-二氯苯肼在乙醇介质中回流条件下。通过体外测定和分子对接研究证明，这些化合物具有有效的抗菌和抗炎特性。合成的吡唑结构的独特性有助于其双重能力，标志着有机化学领域的重大进步。使用IR、H、C NMR 和质谱分析完成了合成衍生物的结构表征。对新合成的取代吡唑的抗菌（体外）和抗炎（体内）潜力进行了系统评估。角叉菜胶诱导的炎症抑制在化合物 4 小时中尤为突出，表现出显着的抗炎活性。针对四种细菌菌株进行了体外抗菌测定，包括（MTCC 121）、（MTCC 96）、（MTCC 1652）和（MTCC 741）。合成的吡唑衍生物对革兰氏阳性和革兰氏阴性菌株均表现出中等至优异的抗菌活性。化合物 4 g 显示出最高的抑制区，最低抑制浓度
• El-Sawy; Mandour; Islam, Egyptian Journal of Chemistry, 2008, vol. 51, # 4, p. 523 - 538
  作者：El-Sawy、Mandour、Islam、Abo-Salem

  DOI：——

  日期：——
• Pyridazine derivatives and related compounds. 23*. Synthesis of 3-substituted pyrazolo[3,4-c]pyridazines and their application as disperse dyes
  作者：A. Deeb、F. Yassin、N. Ouf、W. Shehta

  DOI：10.1007/s10593-010-0494-1

  日期：2010.6

  Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetyl-acetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-di-methylpyrazol-1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4-c]pyri-dazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.