N-p-nitrophenylethanehydrazonoyl chloride | 39209-25-1

• 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-p-nitrophenylethanehydrazonoyl chloride
• 英文别名: N'-(4-nitro-phenyl)-acetohydrazonoyl chloride；N-(4-nitrophenyl)ethanehydrazonoyl chloride
• CAS: 39209-25-1
• 化学式: C₈H₈ClN₃O₂
• 分子量: 213.623
• InChiKey: CFIKOWBSAOYPIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-p-nitrophenylethanehydrazonoyl chloride 在 氢氧化钾 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 5,7-dinitro-2-(4-nitrophenyl)-1H-indazol-3-one
  参考文献：
  名称：

  1,2-Diacyl-1-arylhydrazines. 1. Derivatives of 2-hydroxy- and 2-halogenobenzoic acids

  摘要：

  New 1,2-diacyl-1-arylhydrazines, containing a hydroxy group or a mobile halogen atom in the 1-acyl fragment, were obtained by the reaction of the arylhydrazones of acetyl and benzoyl chlorides with the salts of 2-hydroxy-, 2-acetoxy-, and 2-halogeno-3-nitrobenzoic acids. 1-(2-Hydroxybenzoyl)-1-aryl-2-acylhydrazines could not be converted into cyclic products. On heating in alkaline and acidic media elimination of the more hindered salicyloyl group and not dehydration occurred. When boiled in DMF in the presence of bases, 1-(2-halogeno-3-nitro-5-R-benzoyl)-1-aryl-2-acylhydrazines gave 2-aryl-5-R-7-nitroindazol-3-ones and not the expected 4,5-dihydrobenzo[f]-1,3,4-oxadiazepin-5-ones.

  DOI：

  10.1007/bf00866599

文献信息

• An Approach to 1-Aryl-1,2,4-triazoles
  作者：B. I. Buzykin、Z. A. Bredikhina

  DOI：10.1055/s-1993-25793

  日期：——

  A series of different 1,3,5-trisubstituted 1,2,4-triazoles 9 have been readily prepared by simple oxidation of corresponding N-alkylamide arylhydrazones (amidrazones) 5 with hydrogen peroxide or potassium permanganate.

  一系列不同的1,3,5-三取代1,2,4-噁唑9已经通过简单的氧化反应，通过过氧化氢或高锰酸钾，轻易地由相应的N-烷基酰胺芳基肼酮（酰肼）5制备而成。
• Reactions of 2-(4,5-dihydro-3-furyl)-1,3-diphenyl-1,3-diaza-2λ3-phospholidine and 4,5-dihydro-3-furylphosphonous diamides with nitrile imines
  作者：Yu. G. Trishin、V. I. Namestnikov、T. V. Gonchar

  DOI：10.1007/s11172-006-0016-6

  日期：2005.7

  Reactions of 2-(4,5-dihydro-3-furyl)-1,3-diphenyl-1,3-diaza-2λ3-phospholidine (1) with nitrile imines are multistep processes involving cleavage of one P-N bond of the diazaphospholidine ring to form substituted 5-(2-chloroethyl)-4-(N,N′-diphenylethylenediamino)-1,4-dihydro-1,2,4λ5-diazaphosphorines 4 as final products. Analogs of phospholidine 1, namely, 4,5-dihydro-3-furylphosphonous dipiperidide and dimorpholide, react with C,N-diphenylnitrile imine with retention of both P-N bonds to give 5-(2-hydroxyethyl)-1,2,4-diazaphosphorinium chlorides.

  2-(4,5-二氢-3-呋喃基)-1,3-二苯基-1,3-二氮-2λ3-磷环（1）与腈亚胺的反应是多步过程，涉及断裂一个二氮磷环的P-N键，最终生成取代的5-(2-氯乙基)-4-(N,N′-二苯基乙烯二胺)-1,4-二氢-1,2,4λ5-二氮磷烯（4）。磷环的类似物，即4,5-二氢-3-呋喃基磷酸二哌啶酰和二莫尔酰，与C,N-二苯基腈亚胺反应时保留了两个P-N键，生成5-(2-羟乙基)-1,2,4-二氮磷鎓氯化物。
• Novel bipyrazole and pyrazolopyridazinone derivatives via regioselective cycloaddition reaction of nitrilimines to enaminone: Synthesis and structural elucidation
  作者：Monica G. Kamel、Hamdi M. Hassaneen、Farid M. Sroor、Tayseer A. Abdallah、Mohamed A. Mohamed Teleb、Fatma M. Saleh

  DOI：10.1016/j.molstruc.2023.135722

  日期：2023.9

  3a–h or C-alkoxy carbonylhydrazonoyl chlorides 3i-p in chloroform in the presence of triethylamine afforded novel bipyrazole derivatives 4a–h or 9i-p. The structures of compounds 9i-p were confirmed chemically via their conversion to pyrazolopyridazinones 11i-m upon the reaction with hydrazine hydrate in refluxing ethanol. Moreover, the structures of the novel bipyrazoles and pyrazolopyridazinones were

  通过回流1- ( 3,5-二甲基-1-(4-硝基苯基)-1H-吡唑-4-基)乙-1-酮1与二甲基甲酰胺二甲基缩醛(DMF-DMA)。在三乙胺存在下，在氯仿中将烯胺酮 2 与亚肼酰卤 3a-h 或C-烷氧基羰基亚肼酰氯 3i-p 加热，得到新型联吡唑衍生物 4a-h 或 9i-p。化合物 9i-p 的结构通过在回流乙醇中与水合肼反应转化为吡唑并哒嗪酮 11i-m 得到化学证实。此外，新型联吡唑和吡唑并哒嗪酮的结构通过光谱数据和元素分析，以及单晶 X 射线衍射。
• Buzykin; Gubaidullin; Litvinov, Russian Journal of General Chemistry, 1998, vol. 68, # 12, p. 1889 - 1893
  作者：Buzykin、Gubaidullin、Litvinov、Gazetdinova、Sysoeva

  DOI：——

  日期：——
• Trishin; Namestnikov; Bel'skii, Russian Journal of General Chemistry, 1999, vol. 69, # 5, p. 736 - 743
  作者：Trishin、Namestnikov、Bel'skii

  DOI：——

  日期：——