N-Nitroso-4-nitro-acetanilid | 10557-68-3

• 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-Nitroso-4-nitro-acetanilid
• 英文别名: n-(4-Nitrophenyl)-n-nitrosoacetamide
• CAS: 10557-68-3
• 化学式: C₈H₇N₃O₄
• 分子量: 209.161
• InChiKey: DQWCQNBLVSEOPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  95.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Nitroso-4-nitro-acetanilid 以 乙酸酐 、 溶剂黄146 为溶剂， 反应 24.0h， 生成 4-硝基苯基乙酸酯
  参考文献：
  名称：

  Conversion of N-Aromatic Amides to O-Aromatic Esters

  摘要：

  [GRAPHICS]N-Aromatic secondary amides can be transformed into O-aromatic esters in high yield via N-nitrosamide intermediates. The amides can be generated in situ from the corresponding aromatic amines or nitro compounds, and phenols can easily be made from the esters. The reaction can be modified by addition of methyl methacrylate or toluene at 0 degreesC to give polymerization or deamination, respectively. The rearrangement mechanism may involve radical formation and recombination.

  DOI：

  10.1021/ol026051d
• 作为产物：
  描述：

  对硝基乙酰苯胺 在 吡啶 、 亚硝酰氯 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 生成 N-Nitroso-4-nitro-acetanilid
  参考文献：
  名称：

  酰基芳基亚硝胺的反应-Ⅱ

  摘要：

  苯中的酰基芳基亚硝胺的分解不仅产生众所周知的自由基，而且还会产生中间离子对。通过使用亲核活化的氟作为“标记”，实验证明了这种双重机理的普遍性。解释了在氟取代的酰基芳基亚硝胺的反应产物中酰基氟的出现。

  DOI：

  10.1016/s0040-4020(01)99291-9

文献信息

• Studies of the acylarylnitrosamine reaction. I. The use of nitrosylsulfuric acid in the preparation of unsymmetrical biaryls
  作者：Yusuf Ahmad、M. Ikram Qureshi、M. Ibrahim Baig

  DOI：10.1139/v67-249

  日期：1967.7.1

  room temperature, has been found to be a very suitable reagent for the nitrosation of acylarylamines. The nitroso derivatives can be isolated easily, and on decomposition in benzene have yielded unsymmetrical biaryls in improved yields. Some of the nitrosations that could not be achieved earlier have now been accomplished successfully by this method.

  亚硝基硫酸很容易以纯态制备并且在室温下非常稳定，已被发现是一种非常适合用于酰芳胺亚硝化的试剂。亚硝基衍生物可以很容易地分离出来，并且在苯中分解产生了不对称的联芳基化合物，收率有所提高。一些以前无法实现的亚硝化现在已经通过这种方法成功完成。
• Reactions of acylarylnitrosamines—II
  作者：P. Miles、H. Suschitzky

  DOI：10.1016/s0040-4020(01)99291-9

  日期：1962.1

  Decomposition of acylarylnitrosamines in benzene produces not only free radicals as is well recognized, but also intermediate ion pairs. The generality of this dual mechanism is experimentally demonstrated by use of nucleophilically activated fluorine as a ‘label’. The appearance of acylfluoride in the reaction products from fluorine substituted acylarylnitrosamines is interpreted.

  苯中的酰基芳基亚硝胺的分解不仅产生众所周知的自由基，而且还会产生中间离子对。通过使用亲核活化的氟作为“标记”，实验证明了这种双重机理的普遍性。解释了在氟取代的酰基芳基亚硝胺的反应产物中酰基氟的出现。
• Reactions of Hydrazonoyl Halides 54: Synthesis and Reactivity of 3-aza-2-bromo-1-(3-oxo benzo[<i>f</i>]chromen-2-yl-3-(arylamino)prop-2-en-1-one
  作者：Abdou O. Abdelhamid、Hassen M. Abdelaziz

  DOI：10.1080/10426500701521548

  日期：2007.10.18

  2-(5-imino-4-aryl-4,5-dihydro-[1,3,4]-thiadiazole-2-(carbonyl)benzo[f]chro-men-2-one, 2-(2-amino-5-arylazothiazol-4-yl)benzo[f]chromen-3-one and ethyl 6-methyl-3oxo-benzo [f]chromen-2-yl)-1,4-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-5-carboxylate were synthesized from hydrazonoyl bromides. Structures of the newly synthesized compounds were established by elemental analysis, spectral data and alternative synthesis route whenever possible.
• Stereospecific arylation of alkenylsilanes with arylpalladium acetates
  作者：Kazutoshi Ikenaga、Kiyoshi Kikukawa、Tsutomu Matsuda

  DOI：10.1021/jo00383a019

  日期：1987.4
• Ikenaga, Kazutoshi; Kikukawa, Kiyoshi; Matsuda, Tsutomu, Journal of the Chemical Society. Perkin transactions I, 1986, p. 1959 - 1964
  作者：Ikenaga, Kazutoshi、Kikukawa, Kiyoshi、Matsuda, Tsutomu

  DOI：——

  日期：——