N,N-diethyl-5-fluoro-2-nitrobenzamide | 53467-18-8

• 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,N-diethyl-5-fluoro-2-nitrobenzamide
• 英文别名: N,N-Diethyl-5-fluor-2-nitrobenzamid
• CAS: 53467-18-8
• 化学式: C₁₁H₁₃FN₂O₃
• mdl: MFCD13158291
• 分子量: 240.234
• InChiKey: JBCJMTBBDVMSRW-UHFFFAOYSA-N

物化性质

• 沸点：
  391.9±32.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-5-fluoro-2-nitrobenzamide 在 硫酸 、 sodium hydride 、 potassium carbonate 、 溶剂黄146 、 锌 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 22.5h， 生成 benzyl 4-[3-(diethylcarbamoyl)phenyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationships of spirolactones bearing 2-ureidobenzothiophene as acetyl-CoA carboxylases inhibitors

  摘要：

  The co-crystal structure of the human acetyl-coenzyme A 2 (ACC2) carboxyl transferase domain and the reported compound CP-640186 (1b) suggested that two carbonyl groups are essential for potent ACC2 inhibition. By focusing on enhancing the interactions between the two carbonyl groups and the amino acid residues Gly(2162) and Glu(2230), we used ligand-and structure-based drug design to discover spirolactones bearing a 2-ureidobenzothiophene moiety (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.117

文献信息

• Preparation of trifluoromethylphenyl nitrophenylethers
  申请人：Rohm and Haas Company

  公开号：US04259510A1

  公开（公告）日：1981-03-31

  A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.

  一种制备三氟甲基苯基硝基苯醚的方法，包括将三氟甲基卤代苯与碱在共溶剂体系中处理，得到三氟甲基酚根，可以将其作为游离酚分离出来，或者与适当取代的卤代苯反应，制备二苯醚除草剂或其前体。
• Preparation of trifluoromethyl-substituted phenols and phenates and the preparation, from these phenols and phenates, of nitro- and trifluoromethyl-substituted diphenyl ethers
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0019388A1

  公开（公告）日：1980-11-26

  Preparation of trifluoromethyl-substituted phenols and phenates and the preparation, from these phenols and phenates, of nitro- and tri-fluoromethyl-substituted diphenyl ethers. A novel process is provided for the preparation of a substituted phenate (or the corresponding phenol) of the formula: wherein X is halo or trifluoromethyl with the proviso that, when X is halo, X' is trifluoromethyl, X' is hydrogen, halo, trifluoromethyl or (C1-C4) alkyl, and M is the cation of an alkali metal or alkaline earth metal, wherein the process comprises reacting a compound of the formula (wherein X and X' are as above defined) with an alkali metal or alkaline earth metal hydroxide base in a solvent system which is substantially inertto said base and which comprises a polar, aprotic solvent with a dielectric constant in the range of from about 30 to about 70 and a non-nucleophilic hydroxy-containing solvent which increases the solubility of said base in the solvent system whereby a phenate is obtained and, if a phenol is the desired product, reacting the phenate with an acid to form the phenol. The phenates or phenols obtainable by the novel process may be used as intermediates in the preparation of trifluoromethylphenyl nitrophenylether herbicides optionally containing one or two additional ring substituents

  制备三氟甲基取代的苯酚和苯甲酸酯以及用这些苯酚和苯甲酸酯制备硝基和三氟甲基取代的二苯醚。 本发明提供了一种新工艺，用于制备式中的取代苯甲酸酯（或相应的苯酚）： 其中 X 为卤代或三氟甲基，但有以下条件 当 X 为卤素时，X'为三氟甲基、 X'是氢、卤素、三氟甲基或（C1-C4）烷基，以及 M 是碱金属或碱土金属的阳离子、 其中，该工艺包括使以下式子的化合物发生反应 (其中 X 和 X'如上定义）与碱金属或碱土金属氢氧化物碱在溶剂体系中反应，该溶剂体系对所述碱基本上是惰性的，它包括介电常数在约 30 至约 70 范围内的极性烷基溶剂和可增加所述碱在溶剂体系中溶解度的非亲核含羟基溶剂，从而得到苯酸盐，如果苯酚是所需产物，则使苯酸盐与酸反应生成苯酚。 通过新工艺得到的苯酸盐或苯酚可用作中间体，用于制备三氟甲基苯基硝基苯基醚除草剂，该除草剂可选择含有一个或两个额外的环取代基。
• US4259510A
  申请人：——

  公开号：US4259510A

  公开（公告）日：1981-03-31
• US4262152A
  申请人：——

  公开号：US4262152A

  公开（公告）日：1981-04-14
• Design, synthesis, and structure–activity relationships of spirolactones bearing 2-ureidobenzothiophene as acetyl-CoA carboxylases inhibitors
  作者：Tohru Yamashita、Makoto Kamata、Satoshi Endo、Mitsuo Yamamoto、Keiko Kakegawa、Hiroyuki Watanabe、Katsuhiko Miwa、Toru Yamano、Masaaki Funata、Jyun-ichi Sakamoto、Akiyoshi Tani、Clifford D. Mol、Hua Zou、Douglas R. Dougan、BiChing Sang、Gyorgy Snell、Kohji Fukatsu

  DOI：10.1016/j.bmcl.2011.08.117

  日期：2011.11

  The co-crystal structure of the human acetyl-coenzyme A 2 (ACC2) carboxyl transferase domain and the reported compound CP-640186 (1b) suggested that two carbonyl groups are essential for potent ACC2 inhibition. By focusing on enhancing the interactions between the two carbonyl groups and the amino acid residues Gly(2162) and Glu(2230), we used ligand-and structure-based drug design to discover spirolactones bearing a 2-ureidobenzothiophene moiety (C) 2011 Elsevier Ltd. All rights reserved.