N-(4-chloro-2-nitrophenyl)benzamide | 52010-24-9

• 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-(4-chloro-2-nitrophenyl)benzamide
• CAS: 52010-24-9
• 化学式: C₁₃H₉ClN₂O₃
• 分子量: 276.679
• InChiKey: ZSGTYJFZUBTJCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C
• 沸点：
  334.5±32.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 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：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-chloro-2-nitrophenyl)benzamide 在 盐酸 、 溶剂黄146 、 锌 作用下， 生成 6-氯-2-苯基-1H-苯并咪唑
  参考文献：
  名称：

  Dziewonski; Sternbach, Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1935, vol. , p. 333,339

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(4-氯-苯基)-苯酰胺 在 亚硝酸特丁酯 、 copper(II) nitrate trihydrate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以94%的产率得到N-(4-chloro-2-nitrophenyl)benzamide
  参考文献：
  名称：

  苯胺和丙烯酰胺的有效硝化亚硝酸叔丁酯

  摘要：

  硝基化合物是合成有机化学和化学工业中的重要中间体。在此，以TBN（亚硝酸叔丁酯）为硝化试剂，开发了铜催化[10% Cu(NO3)(2)3H(2)O]硝化苯胺的高效硝化反应，得到相应的硝基取代芳烃产物。良好的产量。TBN 的使用还导致丙烯酰胺在室温下选择性硝化以仅提供硝化产物的 (E) 异构体。该程序对一系列具有广泛官能团的苯胺和丙烯酰胺具有良好的耐受性。该合成方法具有原料廉价、反应条件温和、反应速度快、收率高等优点。机理研究表明，一个硝基自由基，

  DOI：

  10.1002/ejoc.201403510

文献信息

• AMMONIUM NICKEL SULPHATE MEDIATED NITRATION OF AROMATIC COMPOUNDS WITH NITRIC ACID
  作者：Tasneem、M. M. Ali、K. C. Rajanna、P. K. Saiparakash

  DOI：10.1081/scc-100103545

  日期：2001.1

  Aromatic compounds were efficiently nitrated under mild conditions employing ammonium nickel sulphate and nitric acid as a reagent. This procedure works efficiently at room temperature yielding mononitro derivative in fair to good yield with high regioselectivity.

  使用硫酸镍铵和硝酸作为试剂在温和条件下有效硝化芳族化合物。该程序在室温下有效地产生单硝基衍生物，收率从中等到良好，具有高区域选择性。
• Mild, Efficient and Selective Nitration of Anilides, Non-Activated and Moderately Activated Aromatic Compounds with Ammonium Molybdate and Nitric Acid as a New Nitrating Agent
  作者：Sariah Sana、K. C. Rajanna、Mir Moazzam Ali、P. K. Saiprakash

  DOI：10.1246/cl.2000.48

  日期：2000.1

  inexpensive reagent. Regioselective nitration of anilides, non-activated and moderately activated aromatic compounds could be afforded by employing ammonium molybdate and nitric acid as mild and effective nitrating agent. This procedure works efficiently under reflux conditions to prepare mononitroderivatives of anilides, non-activated and moderately activated aromatic compounds in good to excellent yield with

  钼酸铵 [Mo(VI)] 是一种操作简单、环境安全且价格低廉的试剂。使用钼酸铵和硝酸作为温和有效的硝化剂，可以对苯胺、未活化和中等活化的芳香族化合物进行区域选择性硝化。该程序在回流条件下有效地制备了苯胺、未活化和中等活化的芳族化合物的单硝基衍生物，收率良好，具有高区域选择性。
• Copper‐Catalyzed Mild Nitration of Protected Anilines
  作者：Elier Hernando、Rafael R. Castillo、Nuria Rodríguez、Ramón Gómez Arrayás、Juan C. Carretero

  DOI：10.1002/chem.201404000

  日期：2014.10.20

  A practical copper‐catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N‐protecting group and arene substitution), and high functional‐group tolerance. Dinitration with two equivalents of nitric acid is also feasible.

  通过使用一当量的硝酸作为硝化剂，已开发出一种实用的铜催化的被保护的苯胺直接硝化方法。该程序的特点是反应条件温和，结构范围广（就N保护基和芳烃取代​​而言）以及高官能团耐受性。用两当量的硝酸进行消解也是可行的。
• Regioselective Synthesis of Trisubstituted Quinoxalines Mediated by Hypervalent Iodine Reagents
  作者：Yumiko Suzuki、Ren Takehara、Kasumi Miura、Ryota Ito、Noriyuki Suzuki

  DOI：10.1021/acs.joc.1c02087

  日期：2021.12.3

  A facile and regioselective synthesis of quinoxalines, an important motif in medicinal chemistry and materials sciences, was developed. Despite their prospective utility, the regioselective preparation of trisubstituted quinoxalines has not been previously established. In the reported system, hypervalent iodine reagents catalyzed the annulation between α-iminoethanones and o-phenylenediamines in a

  开发了一种简便的区域选择性合成喹喔啉，这是药物化学和材料科学中的一个重要基序。尽管它们具有预期用途，但以前尚未建立三取代喹喔啉的区域选择性制备。在报道的系统中，高价碘试剂以化学/区域选择性方式催化 α-亚氨基乙酮和邻苯二胺之间的环化反应，得到三取代的喹喔啉。使用[双(三氟乙酰氧基)碘]苯和[双(三氟乙酰氧基)碘]五氟苯作为环化催化剂实现了优异的区域选择性（6:1 至 1:0）。
• Leptin in Children with Newly Diagnosed Type 1 Diabetes: Effect of Insulin Therapy
  作者：Kenneth L. McCormick、Gail J. Mick、Lisa Butterfield、Hugh Ross、Elaine Parton、Joan Totka

  DOI：10.1155/edr.2001.121

  日期：——

  Leptin, the gene product of adipose tissue that signals caloric plentitudeviacentral nervous system receptors, may also have diverse peripheral metabolic actions. Of paramount interest has been the potential interaction(s) between leptin and insulin. Insofar as insulin alters leptin secretion/action (orvice versa), dysregulation of this system could contribute to disease states such as diabetes.

  The purpose of this study was to examine the effect of exogenous insulin on serum leptin in children with newly-diagnosed Type 1 diabetes. Since these patients are hypoinsulinemic (insulindeplet. ed) at diagnosis, they present an ideal opportunity to examine the effect of insulin repletion on serum leptin. Seventeen patients were enrolled. At baseline (prior to insulin therapy), leptin levels were 4.3 ± 1.1ng/ml; they were not statistically related to the baseline serum insulin or illness severity. There was no significant change in serum leptin before, shortly (1–6 days) or several weeks (3–26 weeks) after insulin treatment even when the data was corrected for changes in BMI, hemoglobinA1C, and daily insulin dose. Since repletion of the insulin deficiency that is present in non-acidotic, ambulatory patients with new onset Type 1 diabetes did not alter serum leptin, these results argue against an effect of insulin on serum leptin in the absence of the acute diabetic ketoacidosis. Because as the recuperative months following the diagnosis of new onset Type 1 diabetes are marked by weight gain, the absence of a rise in serum leptin might also indicate either an adaptive (weight permissive) or pathologic (impaired secretory) deficit.

  瘦素是脂肪组织的基因产物，能向中枢神经系统受体发出热量丰度信号，也可能对外周代谢产生多种作用。最令人感兴趣的是瘦素与胰岛素之间的潜在相互作用。只要胰岛素能改变瘦素的分泌/作用（反之亦然），这一系统的失调就可能导致糖尿病等疾病。由于这些患者在确诊时处于低胰岛素血症（胰岛素分泌不足）状态，因此为研究胰岛素补充对血清瘦素的影响提供了一个理想的机会。17 名患者被纳入研究。在基线（胰岛素治疗前），瘦素水平为 4.3 ± 1.1ng/ml ；在统计学上，瘦素水平与基线血清胰岛素或病情严重程度无关。胰岛素治疗前、治疗后不久（1-6 天）或治疗后数周（3-26 周），血清瘦素水平均无明显变化，即使根据体重指数、血红蛋白 A1C 和胰岛素日剂量的变化对数据进行校正也是如此。由于在非酸中毒、非卧床的新发 1 型糖尿病患者体内补充胰岛素不足并不会改变血清瘦素，因此这些结果证明，在没有急性糖尿病酮症酸中毒的情况下，胰岛素不会对血清瘦素产生影响。由于新发 1 型糖尿病患者在确诊后的数月恢复期中体重会增加，因此血清瘦素不升高也可能表明存在适应性（体重许可）或病理性（分泌受损）赤字。