N-乙基-3-硝基-N-苯基苯磺酰胺 | 685853-57-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-乙基-3-硝基-N-苯基苯磺酰胺
• 英文名称: 3-nitro-benzenesulfonic acid-(N-ethyl-anilide)
• 英文别名: 3-Nitro-benzolsulfonsaeure-(N-aethyl-anilid)；3-Brom-benzol-sulfonsaeure-(1)-aethylanilid；N-ethyl-3-nitro-N-phenylbenzenesulfonamide
• CAS: 685853-57-0
• 化学式: C₁₄H₁₄N₂O₄S
• mdl: MFCD03848037
• 分子量: 306.342
• InChiKey: IJVPFSQKXOCKSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-乙基苯胺 、 3-硝基苯磺酰氯 以 1,4-二氧六环 、 水 为溶剂， 生成 N-乙基-3-硝基-N-苯基苯磺酰胺
  参考文献：
  名称：

  N-烷基苯胺的芳烃磺酰化：反应动力学和机理

  摘要：

  研究了N-烷基苯胺在不同组成的二元水-有机溶剂中芳烃磺酰化的动力学规律。这些反应的速率常数随着系统中水含量的增加而增加。空间因子对 N-烷基胺的反应性具有决定性影响。借助使用二元体系组分研究的亲核试剂分子配合物的量子化学模拟结果，讨论了溶剂的组成和性质对芳烃磺酰化速率常数的影响特征。N-甲基苯胺与苯磺酰氯反应势能面的计算表明，该过程在气相中通过SN2机制发生。

  DOI：

  10.1007/s11172-017-1846-0

文献信息

• Effect of solvent on the kinetics of arylsulfonylation of N-alkylated anilines in a water-propan-2-ol system
  作者：T. P. Kustova、I. O. Sterlikova

  DOI：10.1007/s11172-006-0364-2

  日期：2006.6

  The effect of the composition of a water-propan-2-ol solvent on the kinetics of arylsulfonylation of N-ethyl-, N-isopropyl-, and N-butylanilines with 3-nitrobenzenesulfonyl chloride at 298 K was studied. The reaction rate constant increases monotonically with an increase in the water fraction in the solvent from 5 to 30 wt.%. The apparent activation parameters of the reaction of N-butylaniline with

  研究了水-丙-2-醇溶剂的组成对 N-乙基-、N-异丙基-和 N-丁基苯胺与 3-硝基苯磺酰氯在 298 K 的芳基磺酰化动力学的影响。反应速率常数随着溶剂中水含量从 5 重量％增加到 30 重量％而单调增加。计算了N-丁基苯胺与3-硝基苯磺酰氯反应的表观活化参数。从纯丙-2-醇到10%的水溶液，没有观察到反应活化参数的显着变化，这表明溶剂变化后机理保持不变。水含量为 5-30 wt.% 的 2-丙醇可用于合成所研究胺的芳基磺酰化产物，产率为 98-99%。
• Fused pyramidine derivative and use thereof
  申请人：Hamamura Kazumasa

  公开号：US20070010537A1

  公开（公告）日：2007-01-11

  There are provided a fused pyrimidine compound having antagonistic activity against luteinizing hormone releasing hormone, and a medicine containing the compound. A luteinizing hormone releasing hormone antagonist containing a compound represented by the formula: wherein R 1a is a hydrocarbon group which may be substituted or a hydrogen atom, ring A a is a 6-membered aromatic ring which may be further substituted, ring B a is a homocyclic or heterocyclic ring which may be further substituted, W a is an oxygen atom or a sulfur atom, X a1 and X a2 , which may be identical or different, are each a hydrogen atom, a hydrocarbon group which may be substituted, or a heterocyclic group which may be substituted, or X a1 and X a2 together may form an oxygen atom, a sulfur atom or NR 3a (wherein R 3a is a hydrocarbon group which may be substituted or a hydrogen atom), and Y a is C 1-6 alkylene which may be substituted or a bond, or a salt or prodrug thereof.

  提供了一种融合嘧啶化合物，具有抗促黄体激素释放激素的拮抗活性，以及含有该化合物的药物。一种促黄体激素释放激素拮抗剂，包含以下式子所代表的化合物：其中，R1a是一个可以被取代的碳氢基团或氢原子，环A是一个可以进一步取代的6元芳香环，环B是一个可以进一步取代的同环或异环，Wa是一个氧原子或硫原子，Xa1和Xa2，可能相同或不同，是每个可以被取代的碳氢基团或杂环基团，或Xa1和Xa2在一起可以形成氧原子、硫原子或NR3a（其中R3a是一个可以被取代的碳氢基团或氢原子），而Y是C1-6烷基，可以被取代或成为键，或其盐或前药。
• FUSED PYRIMIDINE DERIVATIVE AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1657238A1

  公开（公告）日：2006-05-17

  There are provided a fused pyrimidine compound having antagonistic activity against luteinizing hormone releasing hormone, and a medicine containing the compound. A luteinizing hormone releasing hormone antagonist containing a compound represented by the formula: wherein R1a is a hydrocarbon group which may be substituted or a hydrogen atom, ring Aa is a 6-membered aromatic ring which may be further substituted, ring Ba is a homocyclic or heterocyclic ring which may be further substituted, Wa is an oxygen atom or a sulfur atom, Xa1 and Xa2, which may be identical or different, are each a hydrogen atom, a hydrocarbon group which may be substituted, or a heterocyclic group which may be substituted, or Xa1 and Xa2 together may form an oxygen atom, a sulfur atom or NR3a (wherein R3a is a hydrocarbon group which may be substituted or a hydrogen atom), and Ya is C1-6 alkylene which may be substituted or a bond, or a salt or prodrug thereof.

  提供了一种对黄体生成素释放激素具有拮抗活性的融合嘧啶化合物，以及一种含有该化合物的药物。一种黄体生成素释放激素拮抗剂含有由式表示的化合物： 其中 R1a 是可被取代的烃基或氢原子、 环 Aa 是可被进一步取代的 6 元芳香环、 环 Ba 是可被进一步取代的同环或杂环、 Wa 是氧原子或硫原子、 Xa1 和 Xa2（可以相同或不同）各自是氢原子、可被取代的烃基或可被取代的杂环基，或 Xa1 和 Xa2 可共同形成氧原子、硫原子或 NR3a（其中 R3a 是可被取代的烃基或氢原子），以及 Ya 是可被取代的 C1-6 亚烷基或键，或其盐或原药。
• Solvent effects in the arenesulfonylation of N-alkylanilines
  作者：T. P. Kustova、L. B. Kochetova、N. V. Kalinina

  DOI：10.1134/s1070363214020091

  日期：2014.2

  The kinetics of arenesulfonylation of N-methyl- and N-ethylaniline with 3-nitro- and 4-methylbenzenesulfonyl chlorides in aqueous 1,4-dioxane have been studied. Comparison of the solvent effects on the reaction of N-alkylanilines with arenesulfonyl chlorides has revealed higher yields of the arenesulfonylation products (more than 90%) in water-1,4-dioxane mixtures over a wide range of solvent composition as compared to water-alcohol mixtures studied previously.
• Optimization of the synthesis conditions of products formed in arenesulfonylation of N-alkylated anilines
  作者：T. P. Kustova、E. G. Smirnova、L. B. Kochetova、N. V. Kalinina

  DOI：10.1134/s1070427214090146

  日期：2014.9

  Fundamental kinetic aspects of the arenesulfonylation of N-alkylated anilines in aqueous-organic media, the nonaqueous component of which are alcohols, ethers, and acetonitrile were studied. It was shown that, with increasing fraction of water in the solvent, the reaction rate constant grows and the reactivity of N-alkyl anilines depends not only on the structure of the alkyl radical, but also on the content of water in the solvent. It was found that dimethyl sulfoxide has a catalytic effect on these processes. The strategy of choosing the medium in syntheses of biologically active sulfonyl derivatives of fatty-aromatic amines is discussed. A conclusion about the applicability of aqueous-organic media in the production technology of N-alkylated anilines is based on a calculation of the yield of their arenesulfonylation products.