Ethyl 2-chlor-3,5-dinitrobenzoat | 7251-28-7

• 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: Ethyl 2-chlor-3,5-dinitrobenzoat
• 英文别名: Ethyl 2-chloro-3,5-dinitrobenzoate
• CAS: 7251-28-7
• 化学式: C₉H₇ClN₂O₆
• mdl: MFCD00033872
• 分子量: 274.617
• InChiKey: UGNMHSAEARMZRD-UHFFFAOYSA-N

物化性质

• 熔点：
  54 °C
• 沸点：
  394.4±37.0 °C(Predicted)
• 密度：
  1.530±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 2-chlor-3,5-dinitrobenzoat 在 lithium hydride 、 一水合肼 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 1-[4-({[5-(2-chloro-3,5-dinitrophenyl)-1,3,4-oxadiazol-2-yl]thio}methyl)benzenesulfonyl]-4-methylpiperidine
  参考文献：
  名称：

  SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4-OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES

  摘要：

  Owing to valuable biological activities of 1,3,4-oxadiazole, sulfamoyl and piperidine functionalities, some new 1-(4-{[(5-substituted-1,3,4-oxadiazol-2-yl) thio] methyl} benzene sulfonyl)-4-methylpiperidine (6a-o) derivatives have been introduced. The target molecules were synthesized from different aralkyl/aryl carboxylic acids, 1a-o, through a series of steps. First the compounds, 1a-o, were converted to heterocyclic 1,3,4-oxadiazole nucleophiles, 4a-o. Second an electrophile as 1-(4-bromomethylbenzenesulfonyl)-4-methylpiperidine (5) was synthesized from 4- methylpiperidine. Finally the target compounds, 6a-o, were prepared by reacting 4a-o with 5 in DMF and LiH. The final compounds were structurally elucidated by spectral data of IR, H-1-NMR and EI-MS. All the compounds were screened for their antibacterial evaluation and found to exhibit valuable results.

  DOI：

  10.4067/s0717-97072017000100013
• 作为产物：
  描述：

  水杨酸乙酯 在 硫酸 、 硝酸 、 溶剂黄146 、 N,N-二乙基苯胺 作用下， 生成 Ethyl 2-chlor-3,5-dinitrobenzoat
  参考文献：
  名称：

  Sen, Journal of the Indian Chemical Society, 1946, vol. 23, p. 53,55

  摘要：

  DOI：

文献信息

• Synthesis and pharmacological screening: Sulfa derivatives of 2-pipecoline-bearing 1,3,4-oxadiazole core
  作者：Aziz-ur-Rehman、A. Arif、M. A. Abbasi、S. Z. Siddiqui、S. Rasool、S. A. A. Shah

  DOI：10.1134/s1068162017030025

  日期：2017.5

  in an aprotic medium using LiH as an activator. The structures of all synthesized compounds were corroborated through IR, 1H NMR, and EI-MS techniques. All the compounds were screened for their pharmacological behavior, particularly, antibacterial and enzyme inhibitory activities. Notably efficient results were obtained against both gram-positive and gram-negative bacterial strains. Regarding enzyme

  亲电子试剂，1-（4-（溴甲基苯磺酰基）-2-甲基哌啶，由 2-甲基哌啶（2-哌啶）和 4-溴甲基苯磺酰氯在弱碱性介质中在 pH 控制下反应合成。一系列亲核试剂，5 -芳基/芳烷基-1,3,4-恶二唑-2-硫醇，由相应的羧酸分三步合成。标题分子是通过在非质子介质中使用LiH作为活化剂将亲电试剂与亲核试剂偶联来合成的。结构通过 IR、1H NMR 和 EI-MS 技术证实了所有合成的化合物。筛选了所有化合物的药理行为，特别是抗菌和酶抑制活性。对革兰氏阳性和革兰氏阴性都获得了显着的有效结果细菌菌株。关于酶抑制，化合物对乙酰胆碱酯酶和丁酰胆碱酯酶有效。
• The stabilities of Meisenheimer complexes. Part 14. Equilibrium and kinetic data for sodium ethoxide addition to 2,4-dinitro-6-X-phenetoles in ethanol
  作者：Michael R. Crampton

  DOI：10.1039/p29770001442

  日期：——

  Equilibrium and kinetic data are reported for sodium ethoxide addition in ethanol to a series of 2,4-dinitro-6-X-phenetoles (X = NO2, CO2Et, Cl, or H) to give 1,1-σ complexes. In the case of 2,4,6-trinitrophenetole data for 1,3-complex formation are also provided. The results are compared with those for methoxide additions and are assessed in terms of the electronic and steric behaviour of the substituents

  报告了乙醇钠向一系列2,4-二硝基-6-X-苯酚（X = NO 2，CO 2 Et，Cl或H）中添加乙醇钠得到1,1-σ络合物的平衡和动力学数据。。在2,4,6-三硝基苯乙炔的情况下，还提供了1,3-络合物形成的数据。将结果与添加甲醇盐的结果进行比较，并根据取代基的电子和空间行为对其进行评估。1,1-二乙氧基配合物（而不是1,3-复合物）与钠离子强烈缔合。建议该缔合涉及阳离子与C（1）处的烷氧基的氧原子和邻位取代基的相互作用。
• Purgotti; Contardi, Gazzetta Chimica Italiana, 1902, vol. 32 I, p. 577
  作者：Purgotti、Contardi

  DOI：——

  日期：——
• Cohn,P., Monatshefte fur Chemie, 1901, vol. 22, p. 388
  作者：Cohn,P.

  DOI：——

  日期：——
• CCXXX.—The optical resolution of 2 : 4-dinitro-2′-methyldiphenyl-6-carboxylic acid
  作者：Mary Stephen Lesslie、Eustace Ebenezer Turner

  DOI：10.1039/jr9300001758

  日期：——